Every prompt here is complete and ready to run. Fill in the bracketed placeholders and paste.
The pack is organised in three layers, and it's worth knowing which one you need:
- The core motion — prospecting, outreach, discovery, proposals, methodologies, follow-up. Start here if you're building a process from scratch.
- Universal prompts — 24 prompts that work for any industry, role, or deal stage. The ones you'll reach for most often.
- Industry packs and role playbooks — ten verticals with their own compliance realities and objections, plus role-specific playbooks. Jump straight here if you already know your motion and just need the vertical-specific language.
The industry packs matter more than they look. A "we need to check with compliance" objection in financial services and a "we need to go through procurement" objection in government are not the same conversation, and generic objection handling loses both.
| Section | Prompts |
|---|---|
| Prospecting, ICP and account research | 8 |
| Cold outreach, email and LinkedIn | 13 |
| Discovery and objection handling | 10 |
| Proposals, negotiation and close | 10 |
| Sales methodologies: MEDDPICC, negotiation and close | 4 |
| Follow-up and re-engagement | 8 |
| Universal prompts: any industry, any role, any stage | 24 |
| Industry pack: SaaS and tech | 15 |
| Industry pack: financial services | 5 |
| Industry pack: healthcare and medtech | 10 |
| Industry pack: manufacturing | 10 |
| Industry pack: professional services | 5 |
| Industry pack: e-commerce and DTC | 9 |
| Industry pack: real estate and education | 10 |
| Industry pack: logistics, energy and utilities | 9 |
| Industry pack: government, telecom and media | 10 |
| Industry pack: hospitality, construction and insurance | 9 |
| Role playbooks: SDR, AE, manager, founder, RevOps, CSM | 36 |
Prospecting, ICP and account research (8 prompts)
ICP Definition Framework
Define your ideal customer profile
Help me define my Ideal Customer Profile (ICP).
Context:
- My product: [WHAT YOU SELL]
- Best customers today: [DESCRIBE YOUR TOP 3-5]
- Worst customers: [WHO CHURNED OR WAS A BAD FIT]
- Deal size target: [ACV RANGE]
- Sales cycle goal: [LENGTH]
ICP needs to define:
1. Firmographics (size, industry, geography, growth stage)
2. Technographics (tech stack, tools they use)
3. Buying triggers (events that create need)
4. Stakeholders (titles involved in buying)
5. Pain indicators (signals they have the problem)
6. Disqualifiers (red flags that mean bad fit)
Output a one-page ICP doc I can share with my team.
Account Research Template
Research a target account before outreach
Research [COMPANY NAME] and give me a briefing for sales outreach.
I need:
1. Company overview (what they do, size, funding, growth)
2. Recent news (last 6 months)
3. Key executives (names, backgrounds, LinkedIn)
4. Tech stack (what tools they likely use)
5. Potential pain points (based on their stage/industry)
6. Competitors they might use
7. Trigger events (why now might be good timing)
8. Conversation starters (hooks for outreach)
My product: [WHAT YOU SELL]
Target persona: [TITLE I'M REACHING]
Format as a one-pager I can reference before calling.
Lead Scoring Model
Build a lead scoring model for prioritization
Help me build a lead scoring model.
Context:
- Lead sources: [INBOUND / OUTBOUND / EVENTS / etc.]
- Current volume: [LEADS PER MONTH]
- Conversion rate: [MQL TO SQL / SQL TO OPP]
- Sales team capacity: [REPS AND BANDWIDTH]
- What makes a good lead: [YOUR BEST LEADS]
Scoring model needs:
1. Demographic score (firmographic fit)
2. Behavioral score (engagement and intent signals)
3. Score thresholds (hot/warm/cold or MQL/SQL)
4. Routing rules (who gets which leads)
5. Score decay (how scores change over time)
Output:
- Scoring rubric with points per criteria
- Threshold definitions
- Routing logic
- Process for score calibration
Signal-Based Prospecting
Build outreach triggers from buying signals to contact the right person at the right time
Help me build a signal-based prospecting system.
Context:
- My product: [WHAT YOU SELL]
- ICP: [TARGET PERSONA AND COMPANY TYPE]
- Signals I can monitor: [FUNDING / HIRING / TECH STACK / CONTENT / NEWS]
- Tools available: [LINKEDIN SALES NAV / APOLLO / CLAY / GOOGLE ALERTS]
For each signal type, give me:
1. Funding announced (Series A/B)
2. New executive hire (VP Sales / CMO / CRO)
3. Job postings that indicate a pain
4. LinkedIn content about a specific topic
5. Competitor customers (how to find and reach them)
6. Company hitting a growth milestone
For each signal:
- How to find it
- How to reference it in outreach without being creepy
- The opening line that uses the signal naturally
- Why this signal means now is the right time
Competitive Intel Research Prompt
Research a competitor's positioning, pricing, and weaknesses before a call
Research [COMPETITOR NAME] for a competitive sales situation.
Context:
- They are being evaluated against us by: [PROSPECT COMPANY]
- What we know about the prospect's preference: [WHAT THEY'VE SAID]
- Our product: [WHAT YOU SELL]
Research and produce:
1. How the competitor positions itself (their own words from their website)
2. Their pricing model (if public)
3. What customers say about them (G2, Capterra, Reddit, review sites)
4. Common complaints customers have with them
5. Where they're strong (be honest)
6. Where they're weak (your opportunity)
7. What questions to ask the prospect to surface those weaknesses naturally
8. The one thing to never say about this competitor on a call
Format: A one-page brief I can read in 5 minutes before my next call.
TAM Segmentation for Outbound
Slice your total addressable market into prioritized outbound segments
Help me segment my TAM for outbound prioritization.
Context:
- My product: [WHAT YOU SELL]
- Target market: [BROAD DESCRIPTION: e.g. B2B SaaS companies in the US]
- Best-fit criteria: [WHAT MAKES A COMPANY IDEAL]
- Current average deal size: [ACV]
- Sales capacity: [REPS AND WEEKLY OUTREACH VOLUME]
Segment my TAM into tiers:
Tier 1 (Top 100): [CRITERIA FOR HIGHEST PRIORITY ACCOUNTS]
- Firmographic profile
- Why they convert best
- How to find them
- Outreach approach
Tier 2 (Next 500): [CRITERIA FOR GOOD-FIT ACCOUNTS]
- Firmographic profile
- Best outreach angle
Tier 3 (Everyone else): [CRITERIA FOR VOLUME PLAYS]
- Segment-based messaging approach
Output: A segmentation framework with a list-building strategy for each tier.
Persona Messaging Map
Build different messaging for each key persona in a complex sale
Help me build persona-specific messaging.
Context:
- Product: [WHAT YOU SELL]
- Personas involved in the buying process:
* [PERSONA 1: e.g. VP Sales]
* [PERSONA 2: e.g. CRO]
* [PERSONA 3: e.g. RevOps]
* [PERSONA 4: e.g. IT / Security]
For each persona, define:
1. What they care about most (their primary goal)
2. Their biggest fear (what could get them fired or embarrassed)
3. The problem our product solves in their language
4. The one metric they care about that we impact
5. Their likely objection to buying
6. Subject line that works for them
7. One-sentence value prop written specifically for them
Output: A messaging map I can use to personalize outreach and proposals.
LinkedIn Profile Optimization for Social Selling
Optimize a sales rep's LinkedIn profile to attract inbound and convert outbound
Help me optimize my LinkedIn profile for social selling.
Context:
- My role: [TITLE]
- What I sell: [PRODUCT / SERVICE]
- Target buyer: [ICP]
- Current profile state: [DESCRIBE HEADLINE / ABOUT / EXPERIENCE AS THEY STAND NOW]
- My content strategy: [POSTING / NOT POSTING]
Optimize:
1. Headline (not your job title — a value statement for your buyer)
2. About section (written for the buyer, not for recruiters)
3. Featured section (what to put here to build credibility)
4. Experience descriptions (what to write that proves you understand the problem)
5. How to ask for recommendations strategically
6. Profile photo and banner guidance
Output: Rewritten versions of headline and about section, ready to paste in.
Cold outreach, email and LinkedIn (13 prompts)
Technical Founder Cold Email
Cold email for reaching technical founders at early-stage startups
Write a cold email to [FOUNDER NAME], technical founder of [COMPANY].
Context:
- They recently [SIGNAL: launched on Product Hunt / raised seed funding / posted on HN]
- Company stage: [STAGE: pre-seed / seed / Series A]
- Their product: [WHAT THEY BUILD]
- I help [TYPE OF COMPANIES] with [PROBLEM I SOLVE]
Tone: Technical peer, not salesy. Respect their time.
Rules:
- Subject line: 5 words max, no clickbait
- Opening: Reference the signal, show you did research
- Body: One specific way you could help, tied to their stage
- CTA: Low commitment (15-min call or async)
- Total length: Under 100 words
- No "hope this finds you well" or "I'm reaching out because"
VP Engineering Cold Email
Cold email targeting VP/Director of Engineering
Write a cold email to [NAME], VP of Engineering at [COMPANY].
Context:
- Company size: [EMPLOYEE COUNT]
- Their stack: [TECHNOLOGIES THEY USE]
- Signal: [SIGNAL: hiring engineers / scaling infrastructure / tech debt mentions]
- We help engineering teams with [PROBLEM]
Tone: Peer-to-peer, technical credibility matters.
Structure:
1. Hook: Reference something specific about their engineering challenges
2. Problem: One sentence on the pain they likely feel
3. Credibility: One proof point (customer result, not features)
4. CTA: Specific and low-friction
Rules:
- No buzzwords (leverage, synergy, cutting-edge)
- Mention specific tech if relevant
- Under 80 words
Competitive Displacement Email
Cold email when prospect uses a competitor
Write a cold email to [NAME] at [COMPANY] who currently uses [COMPETITOR].
Context:
- Their current solution: [COMPETITOR NAME]
- How long they've used it: [IF KNOWN]
- Known pain points with competitor: [GAPS/ISSUES]
- Our key differentiator: [YOUR ADVANTAGE]
- Similar customer who switched: [REFERENCE CUSTOMER]
Tone: Respectful of their choice, not trash-talking competitor.
Strategy:
1. Acknowledge they have a solution (validates their decision)
2. Plant a seed about one specific limitation
3. Offer comparison value, not hard pitch
4. Make it safe to explore options
Rules:
- Never badmouth competitor directly
- Focus on what they might be missing
- Low-commitment CTA
CFO Budget Season Email
Cold email timed for budget planning season
Write a cold email to [NAME], CFO at [COMPANY] during budget planning season.
Context:
- Company revenue: [REVENUE RANGE]
- Fiscal year end: [MONTH]
- Signal: [SIGNAL: earnings call mention / LinkedIn post / job posting]
- We help finance teams [YOUR VALUE PROP]
- ROI we typically deliver: [ROI METRIC]
Tone: Financially literate, respect their time, data-driven.
Key angles to consider:
1. Budget planning = open to new line items
2. Show clear ROI timeline
3. Align with their fiscal planning cycle
Rules:
- Lead with a financial insight, not product pitch
- Include one specific number
- CTA tied to their planning timeline
Multi-Channel Outreach Sequence
Build a full sequence across email, phone, and LinkedIn
Create a multi-channel outreach sequence.
Context:
- Target persona: [TITLE at COMPANY TYPE]
- My product: [WHAT YOU SELL]
- Key pain point: [MAIN PROBLEM YOU SOLVE]
- Best case study: [PROOF POINT]
- Sequence length: [2-3 WEEKS]
Channels to use:
- Email (primary)
- LinkedIn (connection + messages)
- Phone (calls + voicemails)
Create a 12-touch sequence that:
1. Starts with email (low friction)
2. Adds LinkedIn on Day 2
3. Introduces phone on Day 4
4. Varies the angle each week
5. Ends with a clear breakup
For each touch:
- Channel and timing
- Subject/hook
- Key message
- CTA
LinkedIn Outreach Sequences
Multi-touch LinkedIn message sequences
Create LinkedIn outreach sequences.
Context:
- Target persona: [TITLE at COMPANY TYPE]
- My product: [WHAT YOU SELL]
- LinkedIn activity level: [ACTIVE / OCCASIONAL / RARE POSTER]
- Mutual connections: [YES/NO]
Create 3 different sequences:
Sequence 1: Connection + Message (for active LinkedIn users)
- Connection request
- Day 1 message
- Day 3 follow-up
- Day 7 value add
Sequence 2: Content-First (for thought leader types)
- Engage with their content (comment strategy)
- Connection request after engagement
- Message referencing their content
Sequence 3: Mutual Connection Path
- Identify mutual connection angle
- Soft introduction request
- Direct follow-up
For each message:
- Character count (must be under LinkedIn limits)
- Why it works
- Common responses and how to handle
Email Subject Line Generator
Generate and A/B test email subject lines
Generate email subject lines for this campaign.
Context:
- Target persona: [TITLE]
- Industry: [INDUSTRY]
- Pain point: [WHAT YOU SOLVE]
- Tone: [PROFESSIONAL / CASUAL / DIRECT]
Generate 10 subject lines in these styles:
1. Curiosity gap (opens a loop)
2. Benefit-driven (what they get)
3. Pain-driven (what they avoid)
4. Question format (engages them)
5. Personalized (uses their name/company)
6. Number/stat (specific and concrete)
7. Social proof (reference customers)
8. Urgency (time-sensitive)
9. Direct ask (no games)
10. Pattern interrupt (unexpected)
For each subject line:
- Why it might work
- When to use it
- A/B test suggestion
Cold Call Script Library
Scripts for every cold call scenario
Create cold call scripts for different scenarios.
Context:
- My product: [WHAT YOU SELL]
- Target title: [WHO I'M CALLING]
- Average call goal: [BOOK MEETING / QUALIFY / INFO GATHER]
Generate scripts for:
1. Gatekeeper navigation (getting past the EA)
2. Direct connect opener (they picked up)
3. Referral-based call (someone recommended)
4. Follow-up to email call (they received your email)
5. Event-triggered call (after their news/announcement)
6. Competitor displacement call (they use competitor)
Each script includes:
- Opening line (first 10 seconds)
- Value statement (next 20 seconds)
- Interest gauge question
- Common objection responses
- Meeting ask
- Voicemail version (if they don't answer)
Outreach Objection Response Bank
Responses to every common outreach objection
Create an objection response bank for outreach.
Context:
- My product: [WHAT YOU SELL]
- Price range: [BALLPARK]
- Main competitor: [PRIMARY COMPETITOR]
Generate responses for these common objections:
1. "Not interested"
2. "Send me some info"
3. "We already have a solution"
4. "No budget"
5. "Call me next quarter"
6. "How did you get my info?"
7. "I'm not the right person"
8. "We're too small/big for this"
9. "Just email me"
10. "I don't take cold calls"
For each objection:
- Phone response (real-time)
- Email response (written)
- The psychology behind their objection
- Red flag that means stop vs. just pushback
Product Manager Cold Email
Cold email for product managers evaluating tools
Write a cold email to [NAME], Product Manager at [COMPANY].
Context:
- Their product focus: [PRODUCT AREA]
- Known challenge: [PAIN: workflow bottlenecks / tool sprawl / stakeholder alignment]
- We help PM teams with: [YOUR VALUE PROP]
- Trigger: [SIGNAL: job post / product launch / LinkedIn post]
Rules:
- Subject under 5 words
- Body under 75 words
- Open with a specific observation about their product
- One CTA: 15-min call or async question
- No jargon, no buzzwords
Expansion into New Accounts Email
Warm intro when expanding from one team to another
Write an email expanding from [CURRENT CHAMPION] to [NEW STAKEHOLDER] at [COMPANY].
Context:
- What we do for them today: [CURRENT USAGE]
- New team/stakeholder: [NEW DEPARTMENT / TITLE]
- Reason to expand: [NEW PAIN / NEW USE CASE]
- Champion has agreed to intro: [YES / NO]
Format:
- Warm reference to existing relationship
- Bridge to new team pain
- Specific ask: 20-min call or demo
- Under 100 words
- Don't pitch from scratch — build on proof already established
Email Personalization at Scale Framework
Build a tiered personalization system for high-volume outreach
Help me personalize outreach at scale.
Context:
- Volume goal: [EMAILS PER DAY/WEEK]
- Team size: [NUMBER OF SDRs]
- Current personalization: [WHAT YOU DO TODAY]
- Data available: [WHAT YOU KNOW ABOUT PROSPECTS]
Create a tiered personalization framework:
1. Tier 1 (Top accounts): Full custom research
2. Tier 2 (Good fit): Industry/role customization
3. Tier 3 (Volume): Segment-based variables
For each tier:
- Time investment per email
- Personalization elements to include
- Templates and snippets
- Quality checks
Goal: Maximum relevance per minute invested.
Re-Engagement Email After 6+ Months
Revive a cold prospect who engaged previously
Write a re-engagement email to [NAME] at [COMPANY].
History:
- Last contact: [DATE / APPROXIMATE TIMEFRAME]
- What we discussed: [TOPIC]
- Why it stalled: [REASON IF KNOWN]
- What has changed: [NEW TRIGGER / PRODUCT UPDATE / MARKET SHIFT]
Approach:
- Don't pretend time hasn't passed
- Acknowledge the gap briefly
- Lead with what's new or changed that's relevant to them
- Low-friction CTA
Rules:
- Under 80 words
- Specific subject line referencing old conversation
- Don't beg or apologize — stay peer-level
Discovery and objection handling (10 prompts)
Technical Discovery Questions
Discovery questions for technical buyers evaluating your product
Generate discovery questions for a technical buyer evaluating [YOUR PRODUCT TYPE].
Context:
- Buyer role: [TITLE: VP Eng / CTO / Tech Lead]
- Company stage: [STAGE]
- Known pain points: [WHAT YOU KNOW]
- Competitors they might be evaluating: [COMPETITORS]
Question categories needed:
1. Current state (how they do it today)
2. Pain quantification (time/cost/risk of current approach)
3. Decision process (who else is involved, timeline)
4. Technical requirements (integration, security, scale)
5. Success criteria (how they'll measure if it worked)
Format: 3 questions per category, ordered from easy to probing.
Include follow-up prompts for each question.
Budget and Timeline Discovery
Qualify budget and buying timeline without asking directly
Generate discovery questions to qualify budget and timeline.
Context:
- Prospect company: [COMPANY]
- Your ACV: [DEAL SIZE]
- Typical sales cycle: [LENGTH]
- Champion role: [THEIR TITLE]
Generate questions for:
1. Budget discovery (without asking "what's your budget?")
2. Decision timeline reality check
3. Competing priorities that could delay
4. Approval process and stakeholders
5. Past purchase experiences (how they bought last tool)
Format each question with:
- The question itself
- Why you're asking (the intel you need)
- Follow-up if they're vague
- Red flag answers to watch for
Stakeholder Mapping Questions
Questions to understand the full buying committee
Generate questions to map the buying committee.
Context:
- Deal size: [ACV]
- Prospect: [COMPANY NAME]
- Current contact: [NAME, TITLE]
- Your product affects: [DEPARTMENTS/ROLES IMPACTED]
Question categories:
1. Who else will be involved in this decision?
2. Who needs to approve budget at this level?
3. Who might block this internally? (IT, legal, procurement)
4. Who will be the day-to-day users?
5. Who has failed to buy something like this before? Why?
For each answer, provide:
- Natural way to ask without seeming interrogative
- How to position as helping them navigate internally
- When in the conversation to ask this
Handle: "We Built It In-House"
Response framework for the build vs buy objection
Help me respond to this objection from a technical buyer:
"We've already built something in-house that does this."
Context:
- My product: [YOUR PRODUCT]
- Their company size: [SIZE]
- Their likely in-house solution: [WHAT YOU THINK THEY BUILT]
- My key differentiator: [WHAT MAKES YOU BETTER]
Response framework needed:
1. Acknowledge their investment (don't dismiss it)
2. Curious questions to understand their solution's scope
3. Subtle wedge questions (maintenance burden, opportunity cost, feature gaps)
4. Bridge to your value (only if there's a real gap)
Tone: Respect their engineering effort. Never trash their work.
Goal: Understand if there's a real opportunity, not to "win" the objection.
Handle: "No Budget Right Now"
Response when prospect has budget constraints
Help me respond to: "We don't have budget for this right now."
Context:
- My product: [YOUR PRODUCT]
- Deal size: [ACV]
- Their company stage: [STAGE/SIZE]
- Value I provide: [KEY BENEFIT]
- Their fiscal year: [IF KNOWN]
Explore these angles:
1. Is this a priority problem? (If so, budget finds a way)
2. Reframe as cost of inaction (what's the cost of waiting?)
3. Creative pricing options (if applicable)
4. Plant seeds for next budget cycle
5. Find smaller entry point
Provide:
- 3 diagnostic questions to understand the real blocker
- 2 reframe responses
- 1 graceful exit that keeps door open
- Follow-up timing recommendation
Handle: "Need to Think About It"
Response when prospect stalls with a vague objection
Help me respond to: "Let me think about it and get back to you."
Context:
- Deal stage: [STAGE: post-demo / post-proposal / post-trial]
- What we covered: [LAST INTERACTION SUMMARY]
- Their apparent concerns: [IF ANY SURFACED]
- Their timeline mentioned: [IF ANY]
- Competition: [IF YOU KNOW]
This objection often masks:
- Unspoken concern they didn't raise
- Need to socialize internally
- Evaluating competitor
- Not a real priority
- You haven't earned the next step
Provide:
- 3 ways to gently probe what's really happening
- Questions to surface hidden objections
- How to offer help without being pushy
- Clear mutual action plan suggestion
Demo Preparation Checklist
Prepare a tailored product demo for any prospect
Help me prepare for a product demo.
Prospect context:
- Company: [COMPANY]
- Attendees: [NAMES AND TITLES]
- Their stated goals: [WHAT THEY WANT TO SEE]
- Pain points from discovery: [KEY PAINS UNCOVERED]
- Success metric they mentioned: [HOW THEY MEASURE VALUE]
- Competition I'm up against: [COMPETITOR IF ANY]
Create a demo plan that includes:
1. Opening (restate their pain in their words)
2. Demo flow (only features relevant to their pain)
3. Stories and proof points to weave in
4. Questions to ask during the demo
5. How to handle live objections
6. Close and next steps
Length: 30 minutes max. No feature dumps.
Competitive Objection Handler
Full response when a prospect mentions a specific competitor
Help me respond when a prospect says they are evaluating [COMPETITOR].
Context:
- Our product: [YOUR PRODUCT]
- Competitor: [COMPETITOR NAME]
- Their likely strengths: [WHAT COMPETITOR DOES WELL]
- Our key differentiators: [WHERE WE WIN]
- Prospect stage: [DISCOVERY / DEMO / PROPOSAL]
Create a response that:
1. Acknowledges competitor positively (never trash them)
2. Asks diagnostic questions to understand what they value
3. Surfaces a gap or consideration they might not have thought about
4. Positions us as the better fit without making it a feature war
Also provide:
- Questions to ask to understand evaluation criteria
- What to do if they're already committed to the competitor
Handle "The Timing Isn't Right"
Navigate timing objections without being pushy
Help me handle the objection: "The timing isn't right for us."
Context:
- Deal stage: [STAGE]
- What they've said: [SPECIFIC TIMING REASON]
- Their fiscal year / known initiatives: [IF KNOWN]
- Our value prop: [KEY BENEFIT]
Explore whether this is:
1. A real delay (genuine priority conflict)
2. A polite no (they're not interested)
3. A budget issue disguised as timing
4. A change management concern (internal readiness)
For each scenario provide:
- How to diagnose which one it is
- The right response for each
- Whether to push or park
- Recommended follow-up timing and approach
QBR Preparation Framework
Prepare for a quarterly business review with any customer
Help me prepare for a QBR with [CUSTOMER].
Context:
- Customer since: [DATE]
- Product/plan: [WHAT THEY USE]
- Usage metrics: [KEY USAGE DATA]
- Goals they set at start: [ORIGINAL SUCCESS CRITERIA]
- Progress toward goals: [CURRENT STATUS]
- Issues or tickets: [OPEN PROBLEMS]
- Expansion opportunity: [UPSELL OR EXPANSION POTENTIAL]
QBR agenda to produce:
1. Business review (their results in their language)
2. Usage analysis (what they use, what they don't)
3. Goal check-in (red / yellow / green against original criteria)
4. Roadmap preview (what's coming that's relevant to them)
5. Expansion discussion (if appropriate)
6. Action plan for next quarter
Tone: Consultative, not a sales call. They already bought.
Proposals, negotiation and close (10 prompts)
Executive Summary for SaaS Proposal
Write a compelling executive summary for any proposal
Write an executive summary for a SaaS proposal.
Deal context:
- Prospect: [COMPANY NAME]
- Champion: [NAME, TITLE]
- Economic buyer: [NAME, TITLE]
- Problem they're solving: [PROBLEM]
- Our solution: [YOUR PRODUCT]
- Deal size: [ACV]
- Competition: [WHO ELSE THEY'RE EVALUATING]
Key wins from discovery:
- [PAIN POINT 1 + QUANTIFIED IMPACT]
- [PAIN POINT 2 + QUANTIFIED IMPACT]
- [PAIN POINT 3 + QUANTIFIED IMPACT]
Success metrics they mentioned:
- [METRIC 1]
- [METRIC 2]
Write a 200-word executive summary that:
1. Opens with their goal, not your product
2. Summarizes the problems you'll solve (in their words)
3. Previews the ROI case
4. Creates urgency without being pushy
5. Ends with a clear next step
ROI Business Case Section
Build the ROI and business case section of any proposal
Create the ROI/business case section for a SaaS proposal.
Deal context:
- Prospect: [COMPANY]
- Annual deal value: [ACV]
- Contract length: [MONTHS/YEARS]
- Implementation cost: [IF ANY]
Value drivers discovered:
- Time savings: [HOURS/FTEs SAVED]
- Revenue impact: [GROWTH/RETENTION IMPROVEMENT]
- Risk reduction: [COMPLIANCE/SECURITY BENEFITS]
- Cost reduction: [TOOLS CONSOLIDATED/COSTS AVOIDED]
Their current costs:
- Current solution cost: [IF KNOWN]
- Manual process cost: [TIME x SALARY]
- Opportunity cost: [DEALS LOST/DELAYED]
Build a business case that shows:
1. Year 1 ROI calculation
2. 3-year TCO comparison
3. Payback period
4. Risk-adjusted projections
5. Soft benefits (harder to quantify)
Format: Clear table + narrative explanation.
Negotiation Preparation Checklist
Prepare for any deal negotiation
Help me prepare for a negotiation on this deal.
Deal context:
- Company: [PROSPECT]
- Deal size: [VALUE]
- Competition: [WHO ELSE]
- Champion: [YOUR ALLY]
- Economic buyer: [DECISION MAKER]
- Their timeline: [URGENCY]
- What they've pushed back on: [OBJECTIONS]
Preparation needed:
1. BATNA analysis (theirs and ours)
2. Zone of possible agreement (ZOPA)
3. Our walk-away point
4. Concessions we can offer
5. What we want in return for each concession
6. Anchoring strategy
7. Objection responses
Output a negotiation prep sheet I can use in the meeting.
Discount Request Response
Respond to discount requests without giving away margin
Help me respond to this discount request.
Context:
- Our price: [LIST PRICE]
- Their ask: [WHAT THEY WANT]
- Deal size: [TOTAL VALUE]
- Our authority: [WHAT I CAN OFFER]
- Their leverage: [WHY THEY THINK THEY DESERVE IT]
- Our leverage: [WHY THEY NEED US]
Generate responses for different scenarios:
1. Hard no (we don't discount)
2. Trade for something (what we want in return)
3. Structure differently (annual vs. monthly, longer term)
4. Remove scope (reduce what they get)
5. Value-add instead (give more, not cheaper)
For each approach:
- Script for how to say it
- What to ask for in return
- How to frame it as a win for them
- When to use this approach vs. others
Closing Technique Scripts
Scripts for 8 different closing techniques
Generate closing technique scripts for this deal.
Context:
- Deal: [DESCRIBE THE OPPORTUNITY]
- Stage: [WHERE WE ARE]
- Sticking points: [WHAT'S HOLDING THEM BACK]
- Timeline: [WHEN THEY NEED TO DECIDE]
Generate scripts for these closes:
1. Summary Close
"Based on everything we discussed..."
2. Assumptive Close
Assume the sale, discuss implementation
3. Timeline Close
Work backwards from their go-live
4. Options Close
Give them two ways to say yes
5. Value Summary Close
Recap ROI before asking
6. Scarcity Close
Pricing valid until, limited slots, etc.
7. Trial Close
"If we could... would you..."
8. Direct Ask
Simply ask for the business
For each technique:
- Exact words to use
- When this works best
- Warning signs not to use it
- How to recover if they say no
Procurement Navigation Guide
Navigate procurement and legal review without losing momentum
Help me navigate procurement/legal review on this deal.
Context:
- Company: [PROSPECT]
- Deal size: [VALUE]
- Their procurement process: [WHAT YOU KNOW]
- Contract redlines: [ISSUES THEY RAISED]
- Timeline pressure: [WHEN THEY NEED TO CLOSE]
- Our flexibility: [WHAT WE CAN/CAN'T CHANGE]
Help me with:
1. Common procurement tactics and how to handle
2. Response to their redlines
3. When to escalate vs. concede
4. How to maintain deal momentum
5. Language for "this is standard" pushback
6. Mutual value trade-offs
Generate a procurement navigation plan with specific responses.
Expansion and Upsell Proposal
Build an expansion proposal for an existing customer
Write an expansion proposal for [CUSTOMER].
Context:
- Current usage: [WHAT THEY HAVE TODAY]
- Expansion opportunity: [NEW SEATS / NEW MODULE / NEW TEAM]
- Business reason for expansion: [THEIR TRIGGER OR NEED]
- Sponsor: [INTERNAL CHAMPION]
- Decision maker: [ECONOMIC BUYER]
- Timing: [WHEN THEY NEED IT]
Proposal sections:
1. Current state and results (quantified)
2. The gap or new need identified
3. Proposed expansion and what it unlocks
4. ROI extension from current investment
5. Implementation plan (low friction, builds on existing)
6. Commercial terms
7. Mutual success plan
Tone: This is a partner conversation, not a new sale.
SPIN Discovery Call Framework
Run a full SPIN-based discovery call
Help me run a SPIN Selling discovery call.
Context:
- Prospect: [COMPANY]
- Contact: [NAME, TITLE]
- What I sell: [YOUR PRODUCT]
- Industry: [THEIR INDUSTRY]
Generate SPIN questions for this call:
SITUATION questions (understand current state):
- 3-4 questions about how they do things today
- Focus: facts, not pain
PROBLEM questions (surface dissatisfaction):
- 3-4 questions about difficulties and frustrations
- Focus: implied pain, not explicit
IMPLICATION questions (expand the pain):
- 3-4 questions about consequences of the problem
- Focus: make the problem feel bigger
NEED-PAYOFF questions (get them to state the solution):
- 3-4 questions about value of solving it
- Focus: get them to describe the benefit
For each question, include why you're asking it.
Challenger Sale: The Commercial Insight
Build a Challenger-style commercial insight to teach before you pitch
Help me build a Challenger Sale commercial insight.
Context:
- My product: [WHAT YOU SELL]
- Target buyer: [TITLE AND COMPANY TYPE]
- The industry problem I solve: [THE PROBLEM]
- What buyers typically believe about this problem: [CONVENTIONAL WISDOM]
- What's actually true: [THE REFRAME / INSIGHT]
- How my product connects to the reframe: [THE LINK]
Create a commercial insight that:
1. Opens with an unexpected data point or industry fact
2. Challenges the buyer's conventional assumption
3. Creates a reframe that makes the problem visible in a new way
4. Guides the buyer toward our solution as the logical answer
Length: 5-7 minutes spoken. To be delivered as a talk track, not a slide deck.
Gap Selling: Current State vs Future State
Map the gap between where they are and where they need to be
Help me apply Gap Selling to this opportunity.
Context:
- Prospect: [COMPANY]
- What I know about their current state: [CURRENT SITUATION]
- Their stated goals or desired state: [WHERE THEY WANT TO BE]
- What's causing the gap: [ROOT CAUSE OR OBSTACLE]
- Cost of the gap: [TIME / MONEY / RISK]
Produce:
1. Current state summary (in their language)
2. Future state they want (explicit and implied)
3. The gap quantified (as large as honestly possible)
4. Questions to validate or expand the gap
5. The bridge: how your product closes it
6. The cost of inaction (what happens if they do nothing)
This is discovery prep, not a pitch. Make the gap visible to the buyer.
Sales methodologies: MEDDPICC, negotiation and close (4 prompts)
MEDDPICC Deal Qualification
Qualify any enterprise deal using the full MEDDPICC framework
Help me qualify this deal using MEDDPICC.
Deal context:
- Company: [PROSPECT]
- Opportunity: [WHAT THEY'RE BUYING]
- Deal size: [VALUE]
- Stage: [CURRENT STAGE]
For each letter, tell me:
1. What I know
2. What I need to find out
3. Questions to ask
4. Red flags to watch for
M - Metrics: [WHAT BUSINESS OUTCOMES DO THEY EXPECT?]
E - Economic Buyer: [WHO HAS BUDGET AUTHORITY?]
D - Decision Criteria: [HOW WILL THEY EVALUATE?]
D - Decision Process: [WHAT ARE THE STEPS TO PURCHASE?]
P - Paper Process: [LEGAL/PROCUREMENT REQUIREMENTS?]
I - Identify Pain: [WHAT'S THE COMPELLING PROBLEM?]
C - Champion: [WHO'S YOUR INTERNAL ADVOCATE?]
C - Competition: [WHO ELSE ARE THEY EVALUATING?]
Output a MEDDPICC scorecard with gaps highlighted.
Champion Validation Test
Test whether your internal champion is actually a champion
Help me validate if [CONTACT NAME] is a true champion.
Context:
- Their title: [TITLE]
- What they've done: [ACTIONS THEY'VE TAKEN]
- What they've said: [COMMITMENTS THEY'VE MADE]
- Deal stage: [WHERE WE ARE]
Champion criteria (they must have all 3):
1. POWER: Can they influence the decision?
2. ACCESS: Can they get you to the economic buyer?
3. WILL: Are they actively selling for you internally?
Test questions:
- Has the champion given you information you couldn't get otherwise?
- Has the champion coached you on how to win?
- Has the champion taken personal risk by advocating?
- Has the champion arranged access to power?
- Would the champion meet you outside of work hours?
Assess this champion and tell me what to do next.
Multi-Stakeholder Negotiation
Navigate negotiations with multiple stakeholders and competing interests
Help me navigate a multi-stakeholder negotiation.
Context:
- Company: [PROSPECT]
- Stakeholders involved:
* [NAME 1, TITLE]: [THEIR INTEREST]
* [NAME 2, TITLE]: [THEIR INTEREST]
* [NAME 3, TITLE]: [THEIR INTEREST]
- Deal size: [VALUE]
- Current issues: [WHAT EACH STAKEHOLDER WANTS]
For each stakeholder:
1. What they care about (priorities)
2. What they might block on
3. How to align your solution to their needs
4. Language that resonates with them
Then create:
- Meeting strategy (who to meet, in what order)
- How to create consensus
- How to handle conflicting stakeholder needs
- Escalation path if stuck
- Coalition building strategy
Contract Redline Responses
Respond to the 10 most common contract redlines
Help me respond to these contract redlines.
Context:
- Deal size: [VALUE]
- Prospect company: [NAME AND SIZE]
- Our standard flexibility: [WHAT WE CAN TYPICALLY ADJUST]
Generate responses for common redlines:
1. Unlimited liability ask
2. Indemnification expansion
3. Termination for convenience
4. SLA with financial penalties
5. Data deletion on termination
6. Audit rights
7. Most favored nation pricing
8. Auto-renewal removal
9. Cap on price increases
10. Escrow requirements
For each redline:
- Why they're asking (their concern)
- Our position (what's reasonable)
- Counter-proposal language
- When to escalate vs. concede
- Trade we could ask for in exchange
Follow-up and re-engagement (8 prompts)
Post-Demo Follow-Up Email
Follow-up email after any product demo
Write a follow-up email after a product demo.
Demo context:
- Attendees: [NAMES AND TITLES]
- Key features shown: [FEATURES DEMOED]
- Their biggest reactions: [WHAT EXCITED THEM]
- Questions they asked: [KEY QUESTIONS]
- Concerns raised: [OBJECTIONS/HESITATIONS]
- Agreed next step: [WHAT YOU SAID YOU'D DO]
Structure:
1. Thank + personalized observation (not generic)
2. Recap what resonated (in their words)
3. Address any open questions
4. Attach relevant resources
5. Clear CTA with specific date/time
Rules:
- Send within 2 hours of demo
- Under 150 words
- Include mutual action plan
- Don't re-pitch, you already demoed
Break-Up Email Sequence
Final follow-up for prospects who've gone dark
Write a break-up email for a prospect who's gone dark.
Context:
- Last contact: [DATE]
- Previous touchpoints: [# OF FOLLOW-UPS SENT]
- Stage when they went dark: [STAGE]
- Last topic discussed: [TOPIC]
- Value they acknowledged: [WHAT THEY SAID THEY LIKED]
Write 3 versions:
1. Soft break-up (assumes they're busy)
2. Value-add break-up (shares useful resource)
3. Direct break-up (asks for a no)
For each version include:
- Subject line
- Body (under 50 words)
- The psychology behind why it works
Goal: Get a response (even if it's no) or permission to follow up later.
Follow-Up Template Bank
Templates for every follow-up scenario
Create follow-up email templates for these scenarios.
Context:
- My product: [WHAT YOU SELL]
- My value prop: [KEY BENEFIT]
Generate templates for:
1. After no response to first email (Day 3)
2. After meeting request ignored (Day 5)
3. After they opened but didn't reply (Day 7)
4. After they clicked a link (same day)
5. After voicemail left (next day)
6. After LinkedIn connection (Day 2)
7. After referral introduction (Day 1)
8. After trade show/event (Day 1)
9. After their competitor news (same day)
10. Final breakup email (Day 14)
Each template should:
- Be under 75 words
- Have a clear subject line
- Reference the previous touch
- Add new value (not just "following up")
- Have a specific CTA
Post-Proposal Follow-Up Sequence
Multi-touch follow-up after sending a proposal with no response
Create a post-proposal follow-up sequence.
Context:
- Proposal sent: [DATE]
- Deal size: [ACV]
- What the proposal contained: [SUMMARY]
- Their reaction before we sent it: [HOW THEY SEEMED]
- Agreed next step at the time: [WHAT WAS SAID]
- Days since sending: [NUMBER]
Build a 4-touch follow-up sequence:
Touch 1 (Day 2-3 after sending):
- Check they received and had a chance to review
- One question to open the conversation
Touch 2 (Day 5-7):
- Add value — share a relevant resource, case study, or insight
- Re-anchor to their goal, not the proposal
Touch 3 (Day 10-12):
- Direct ask: where are things and what do they need to decide?
Touch 4 (Day 14-16):
- Soft break-up — give them an easy out while keeping the door open
Each touch: subject line, body under 75 words, CTA.
Long-Term Nurture Sequence
Stay relevant with prospects who aren't ready to buy yet
Build a long-term nurture sequence for prospects not ready to buy.
Context:
- Prospect: [DESCRIBE THE TYPE — e.g. VP Sales at Series B who said "check back in Q3"]
- Time to nurture: [3 / 6 / 12 MONTHS]
- My product: [WHAT YOU SELL]
- Content I have to share: [CASE STUDIES / BLOG POSTS / EVENTS / REPORTS]
Build a monthly nurture sequence that:
1. Stays relevant without being annoying (max 1 touch per month)
2. Never repeats the same angle twice
3. Each touch adds a specific piece of value (not "just checking in")
4. Tracks toward a re-engage moment when timing shifts
Monthly touch types to rotate:
- Relevant industry insight
- Customer success story in their sector
- Useful tool or resource (no pitch)
- Trigger-based re-engage (if they post something relevant)
- Direct re-qualification check-in
For each: subject, body under 60 words, send timing logic.
Event or Conference Follow-Up
Follow up with leads met at a trade show, conference, or event
Write post-event follow-up emails for leads from [EVENT NAME].
Context:
- Event type: [TRADE SHOW / CONFERENCE / WEBINAR / ROUNDTABLE]
- When I met them: [DATE]
- What we discussed: [TOPIC OR MUTUAL INTEREST]
- Lead quality: [HOT / WARM / COLD]
- Next step agreed on: [IF ANY]
Write follow-ups for 3 lead types:
Type 1: Hot lead (expressed interest, asked for follow-up)
- Reference specific conversation
- Confirm next step within 24-48 hours
Type 2: Warm lead (had a good conversation, no explicit next step)
- Remind them of the conversation
- Suggest a specific next step without being pushy
Type 3: Cold lead (brief interaction, exchanged cards/details)
- Light re-introduction
- One piece of value before any ask
All under 100 words. Reference the event specifically — not a generic template.
Inbound Lead Response Sequence
Respond to inbound leads fast and convert them to meetings
Build an inbound lead response sequence.
Context:
- Lead source: [DEMO REQUEST / CONTACT FORM / FREE TRIAL SIGNUP / CONTENT DOWNLOAD]
- Response time target: [UNDER 5 MIN / UNDER 1 HOUR]
- Lead context: [WHAT THEY FILLED IN OR WHAT YOU KNOW ABOUT THEM]
- Meeting goal: [DISCOVERY / DEMO]
5-touch response sequence:
Touch 1 (Immediate — under 5 min):
- Acknowledge, confirm receipt, set expectation
- CTA: book a time now
Touch 2 (1 hour later if no response):
- Short, personal, one question
Touch 3 (Day 2):
- Add one piece of value relevant to what they expressed interest in
Touch 4 (Day 4):
- Social proof — customer story in their industry
Touch 5 (Day 7):
- Break-up — give them an easy path to reconnect on their timeline
For each: subject line and body under 75 words.
Re-Engagement After a Lost Deal
Reconnect with a prospect who chose a competitor 3-12 months ago
Write a re-engagement email to [NAME] at [COMPANY] who chose [COMPETITOR] over us.
Context:
- When the deal was lost: [DATE — APPROXIMATE]
- Why they went with the competitor: [REASON IF KNOWN]
- What has changed since: [NEW PRODUCT FEATURE / NEW PROOF POINT / MARKET SHIFT]
- Our differentiation now vs. then: [WHAT'S DIFFERENT]
Approach:
1. Don't pretend the loss didn't happen — acknowledge it briefly
2. Lead with what's changed (for us, for the market, or for them)
3. Plant a seed of curiosity without a hard pitch
4. Low-friction CTA: a 15-min update, not a full demo
Rules:
- Under 90 words
- Never bad-mouth the competitor they chose
- Peer-to-peer tone — no grovelling
- Subject line that doesn't scream "sales re-engage"
Universal prompts: any industry, any role, any stage (24 prompts)
Meeting Preparation Checklist
Prepare for any sales meeting in under 5 minutes
Help me prepare for a sales meeting.
Meeting details:
- Company: [COMPANY]
- Attendees: [NAMES AND TITLES]
- Meeting type: [INTRO / DISCOVERY / DEMO / PROPOSAL / NEGOTIATION]
- What I know about them: [RESEARCH SUMMARY]
- What they know about us: [PRIOR INTERACTION]
- My goal for this meeting: [DESIRED OUTCOME]
Prepare:
1. 3 things to confirm or learn in this meeting
2. Opening question to start with
3. Key talking points if they ask about us
4. Most likely objection and how to handle it
5. Specific next step to close the meeting with
Meeting Recap Email
Summarize any meeting and confirm next steps
Write a meeting recap email.
Meeting context:
- Attendees: [NAMES AND COMPANIES]
- What we discussed: [KEY TOPICS]
- What they said they care about: [THEIR PRIORITIES]
- What we agreed to: [NEXT STEPS WITH OWNERS]
- Any open items: [QUESTIONS / INFORMATION REQUESTS]
- Timeline: [WHEN DECISIONS OR NEXT STEPS ARE DUE]
Email structure:
- Short thank you (1 sentence)
- What we aligned on (3-4 bullet points in their language)
- Next steps table (who / what / by when)
- Any attachments or resources mentioned
- Under 150 words
No-Show Follow-Up
Follow up after a prospect misses a scheduled meeting
Write a no-show follow-up email.
Context:
- Meeting that was missed: [DATE AND TYPE]
- Prospect: [NAME, TITLE, COMPANY]
- How I rescheduled: [CALENDAR LINK / SPECIFIC TIMES]
- How many times this has happened: [FIRST TIME / REPEAT]
Write 2 versions:
Version 1 (Benefit of the doubt — first no-show):
- Assume something came up
- Make rescheduling easy
- No passive-aggression
Version 2 (Honest nudge — second no-show):
- Direct but respectful
- Give them an easy out if priorities have changed
- Don't chase indefinitely
Both under 60 words.
Champion Enablement Email
Arm your internal champion to sell on your behalf
Help me arm my champion to sell internally.
Context:
- Champion: [NAME, TITLE]
- Who they need to convince: [ECONOMIC BUYER / COMMITTEE / SPECIFIC STAKEHOLDER]
- What that person cares about: [THEIR PRIORITY]
- Key objection they'll face: [ANTICIPATED PUSHBACK]
- Our best proof point: [CUSTOMER RESULT / CASE STUDY]
Create:
1. Email the champion can forward internally
2. One-paragraph talking points for a verbal conversation
3. One slide or document they can share in their internal meeting
4. Response to the most likely internal objection
Tone: written as if the champion is the author, not us.
Ask for a Referral
Request referrals from happy customers without being awkward
Write a referral request email or message.
Context:
- Happy customer: [NAME, TITLE, COMPANY]
- Result they've had: [SPECIFIC OUTCOME]
- Who I'm looking for: [ICP DESCRIPTION]
- Connection type: [THEY MIGHT KNOW SOMEONE / SPECIFIC PERSON I WANT INTRODUCED TO]
Write 3 versions:
Version 1: Email requesting a general referral
Version 2: Email asking for a specific introduction (you know who you want)
Version 3: LinkedIn message asking for a referral
For each:
- Under 80 words
- Lead with their result (make them look good)
- Make the ask easy and specific
- Never transactional or pushy
Handle Competitor Mention
Respond when a prospect mentions a competitor by name
Help me respond when a prospect mentions [COMPETITOR].
Context:
- What they said about the competitor: [THEIR EXACT WORDS]
- Stage of conversation: [DISCOVERY / DEMO / PROPOSAL]
- Why they're considering the competitor: [WHAT YOU KNOW OR SUSPECT]
- Our key differentiator vs. this competitor: [WHERE WE WIN]
Response strategy:
1. Acknowledge positively (never trash the competitor)
2. Ask diagnostic questions to understand what they value about them
3. Clarify: are they evaluating or have they decided?
4. Surface a specific consideration they may not have thought about
5. Position without a feature war
Also provide: 3 diagnostic questions to ask in this situation.
LinkedIn Content Ideas for Sales
Generate LinkedIn post ideas for social selling and pipeline building
Generate LinkedIn content ideas for social selling.
Context:
- My role: [TITLE]
- What I sell: [PRODUCT / SERVICE]
- Target buyer: [ICP]
- Content goal: [PIPELINE / THOUGHT LEADERSHIP / TALENT / BRAND]
Generate 10 LinkedIn post ideas across these types:
1. Contrarian take (challenge conventional wisdom in my space)
2. Data point + insight (stat that surprises your buyer)
3. Client win story (results without giving away who)
4. Behind the scenes (how I actually do my job)
5. Mistake I made (builds credibility through honesty)
6. Framework or checklist (gives away real value)
7. Question to the audience (drives comments)
8. Hot take on an industry trend
9. Buyer education (something they commonly get wrong)
10. Personal story tied to a business lesson
For each: a hook line and the core idea.
Case Study Builder
Structure a customer success story for sales and marketing use
Help me write a customer case study.
Customer context:
- Company: [NAME OR ANONYMIZED]
- Industry: [INDUSTRY]
- Company size: [HEADCOUNT / REVENUE]
- Before state: [SPECIFIC PROBLEM THEY HAD]
- Our solution: [WHAT WE DID]
- After state: [SPECIFIC RESULT WITH NUMBERS]
- Timeline: [HOW LONG IT TOOK]
- Quote from customer: [IF AVAILABLE]
Case study structure:
1. Headline: the result in one sentence
2. Challenge: their problem before us (in their voice)
3. Solution: what we did specifically
4. Results: 2-3 quantified outcomes
5. Quote: their words on the impact
6. One-paragraph executive summary for email use
7. One tweet-length version for social
Voicemail That Gets Callbacks
Scripts for cold call voicemails that actually get returned
Create cold call voicemail scripts.
Context:
- My name and company: [NAME / COMPANY]
- Who I'm calling: [TITLE]
- Why I'm calling: [SPECIFIC REASON]
- My number: [NUMBER]
Write voicemails for these scenarios:
1. First touch (they don't know me)
2. Follow-up to an email (referencing the email)
3. Referral (someone referred me)
4. Event trigger (they posted something or news broke)
5. Break-up voicemail (final attempt)
For each:
- Under 25 seconds spoken
- Specific curiosity hook
- Clear callback ask
- No reading from a script sound
Demo Agenda Template
Structure an effective 30-minute product demo
Help me structure a 30-minute product demo.
Context:
- Product: [WHAT YOU SELL]
- Attendees: [NAMES AND TITLES]
- Pain points from discovery: [KEY PAINS]
- Features most relevant to their pain: [PRIORITIZED FEATURE LIST]
- Competitors they're evaluating: [IF KNOWN]
Build a 30-minute demo agenda:
Minutes 0-3: Opening (restate their problem, not our product)
Minutes 3-22: Demo flow (tailored to their pain, not feature tour)
Minutes 22-27: Proof (customer story or data point)
Minutes 27-30: Next steps
For each section:
- What to say
- What to show
- Question to ask
- What to avoid
Universal Qualification Questions
Qualify any opportunity using these foundation questions
Generate universal qualification questions for any opportunity.
Context:
- Company: [PROSPECT]
- Product I sell: [YOUR PRODUCT]
- Deal size target: [ACV]
Generate qualification questions for:
PAIN: Is there a real problem?
- 3 questions to identify if the problem exists and is painful
BUDGET: Can they pay?
- 3 questions to understand budget without asking "what's your budget?"
AUTHORITY: Can they decide?
- 3 questions to understand the decision process and who is involved
TIMELINE: Will they decide soon?
- 3 questions to understand urgency and timeline
For each question: natural phrasing and what a good vs. bad answer signals.
Trial Check-In Messages
Check-in messages to drive adoption during a free trial
Create trial check-in messages for each stage of a free trial.
Context:
- Product: [WHAT YOU SELL]
- Trial length: [14 / 30 DAYS]
- Key action that drives conversion: [THE "AHA MOMENT" ACTION]
- Trial user role: [TITLE]
Generate check-in messages for:
Day 1: Welcome and first step
Day 3: First check-in (have they hit the key action?)
Day 7: Mid-point (results check or obstacle clearing)
Day [END-3]: Urgency (trial ending soon)
Day [END]: Final day
For each message:
- Subject line
- Body under 75 words
- One specific CTA
- Whether to send by email or in-app
Proposal Document Structure
Structure a winning proposal document for any deal
Help me structure a winning proposal document.
Deal context:
- Prospect: [COMPANY]
- Deal size: [ACV]
- Key stakeholders: [NAMES AND ROLES]
- Their top priorities: [WHAT THEY CARE MOST ABOUT]
- Our differentiator: [WHY WE WIN]
- Competition: [WHO ELSE IS BEING EVALUATED]
Proposal sections:
1. Executive summary (their words, their problem, their outcome)
2. Understanding of their situation (prove you listened)
3. Proposed solution (specific to them, not a brochure)
4. ROI and business case
5. Implementation plan (timeline, milestones, their investment of time)
6. About us (brief credibility, relevant references)
7. Commercial terms
8. Next steps
For each section: what to include and what to avoid.
Price Objection Responses
Respond to the most common price objections
Create responses to price objections.
Context:
- Our price: [ACV]
- What they said: [EXACT PRICE OBJECTION]
- Deal stage: [STAGE]
- Their budget: [IF KNOWN]
- Our closest competitor price: [IF KNOWN]
Generate responses for these price objections:
1. "That's too expensive"
2. "Can you do better on price?"
3. "[Competitor] is cheaper"
4. "We don't have budget for that this year"
5. "We were thinking [X amount less]"
6. "Can you give us a discount if we commit today?"
For each:
- What they usually mean underneath
- The response that doesn't cave immediately
- When to hold vs. when to flex
- What to ask for if you do concede
Internal Deal Update Template
Update leadership or your manager on deal status clearly
Help me write an internal deal update.
Deal context:
- Company: [PROSPECT]
- Deal size: [ACV]
- Stage: [CURRENT STAGE]
- Close date: [EXPECTED DATE]
- Champion: [NAME, TITLE]
- Economic buyer: [NAME, TITLE]
- Competition: [IF ANY]
- Last activity: [WHAT HAPPENED LAST]
- Next step: [WHAT HAPPENS NEXT AND WHEN]
- Risk: [WHAT COULD STOP THIS DEAL]
Write a 150-word internal deal update covering:
1. Where the deal is and why I believe the close date
2. Who is engaged and who is missing
3. Key risk and my plan to mitigate it
4. What I need from leadership (introduction / approval / support)
Outbound Campaign Planning
Plan a full outbound campaign from target list to first meeting
Help me plan an outbound campaign.
Context:
- Campaign goal: [X MEETINGS IN X WEEKS]
- Target segment: [ICP DESCRIPTION]
- List size: [NUMBER OF PROSPECTS]
- Channels available: [EMAIL / LINKEDIN / PHONE]
- Team running it: [SOLO / 1 SDR / TEAM]
- Angle or hook: [WHAT'S THE CAMPAIGN BUILT AROUND]
Campaign plan:
1. List quality check (how to validate the list before sending)
2. Message framework (primary angle and 2 backup angles)
3. Sequence design (how many touches, which channels, what timing)
4. A/B test plan (what to test first and how to measure it)
5. Launch checklist (what to do before the first email goes out)
6. Weekly review metrics (what to track and what triggers a change)
Output: A one-page campaign brief I can hand to an SDR or run myself.
Handle Being Ghosted Mid-Deal
Respond when a prospect you were actively working with suddenly goes silent
Help me respond to being ghosted mid-deal.
Context:
- Deal stage when they went quiet: [STAGE]
- Last meaningful interaction: [DATE AND WHAT WAS SAID]
- What was supposed to happen next: [AGREED NEXT STEP]
- How many times I've tried to reconnect: [NUMBER]
- Deal value: [ACV]
Recovery framework:
1. Diagnose likely reason for the silence (3 most common causes at this stage)
2. The right message to send after 7+ days of silence
3. Whether to try a different contact at the company
4. When to stop trying and move the deal to lost
5. What to do if they re-surface weeks later on their own terms
Include: exact wording for the re-engagement message. Under 60 words. Direct, not passive-aggressive.
Sales Email Subject Line Tester
Evaluate and improve subject lines before you send
Evaluate these subject lines and help me improve them.
Context:
- Target persona: [TITLE]
- Email purpose: [COLD OUTREACH / FOLLOW-UP / RE-ENGAGE / PROPOSAL]
- Subject lines to evaluate:
1. [SUBJECT LINE 1]
2. [SUBJECT LINE 2]
3. [SUBJECT LINE 3]
For each subject line, tell me:
1. Open rate prediction (low / medium / high) and why
2. The specific weakness (too vague / too salesy / too long / no hook)
3. A rewritten version that fixes the problem
Then give me 5 new subject lines for this email that I haven't tried, using these styles:
- Curiosity gap
- Direct ask
- Social proof
- Pain-led
- Pattern interrupt
For each new one: why it should work for this persona.
Build a Sales Playbook
Document your sales process into a reusable playbook for your team
Help me build a sales playbook.
Context:
- What I sell: [PRODUCT]
- Who I sell to: [ICP]
- Average deal size: [ACV]
- Sales cycle: [LENGTH]
- Team: [SOLO / SDR+AE / FULL TEAM]
- What's working: [WHAT CLOSES DEALS]
- What's not documented: [WHAT LIVES ONLY IN MY HEAD]
Sales playbook structure:
1. ICP and qualification criteria (who to call and who to skip)
2. Outreach playbook (channels, sequences, angles that work)
3. Discovery call framework (questions, flow, what to capture)
4. Demo playbook (how to tailor it, what to show and not show)
5. Objection handling guide (top 5 objections with responses)
6. Proposal template and ROI framework
7. Closing and negotiation guidance
8. Handoff to CS (what information transfers and how)
Format: A document I can give to a new hire and expect them to follow.
Personalization Research Prompt
Research a specific prospect in 5 minutes before outreach
Research [PROSPECT NAME] at [COMPANY] for a personalized outreach.
I need to send a personalized [EMAIL / LINKEDIN MESSAGE] in the next 30 minutes.
Research and return:
1. Their recent LinkedIn activity (last 3 posts — topics and tone)
2. Their career history (what they've done before this role)
3. Company recent news (last 90 days — funding, product, hiring, press)
4. What their company does and who their customers are
5. A signal I can reference that creates a natural conversation opener
6. The thing NOT to mention (anything that might feel invasive)
From this research, suggest:
- One opening hook I can use that references something real
- The most relevant pain point to lead with
- What mutual context could make the outreach feel warm
Under 5 minutes of reading. Give me the insight, not a data dump.
Objection Handling: Full Bank
Build a comprehensive response bank for the 10 most common sales objections
Build a complete objection handling bank for my product.
Context:
- My product: [WHAT YOU SELL]
- Price point: [ACV RANGE]
- Primary competitor: [MAIN ALTERNATIVE]
- Typical buyer: [TITLE AT COMPANY TYPE]
Generate responses for the 10 most common objections:
1. "We're not ready to make a change right now"
2. "We already have something that does this"
3. "Your pricing is too high"
4. "I need to bring this to my team"
5. "We had a bad experience with a similar product"
6. "Can you send me some information?"
7. "We'll revisit this next quarter"
8. "I'm not the right person to talk to"
9. "We're in a hiring freeze / budget freeze"
10. "Why should we choose you over [COMPETITOR]?"
For each objection:
- What they usually really mean
- Phone response (under 30 seconds)
- Email response (under 60 words)
- When to push and when to let it go
LinkedIn Content Calendar for Sales
Build a 4-week LinkedIn content plan for a sales professional
Build a 4-week LinkedIn content calendar for a [TITLE] who sells [PRODUCT] to [ICP].
Context:
- Content goal: [PIPELINE / THOUGHT LEADERSHIP / BRAND]
- Posting frequency: [X TIMES PER WEEK]
- Topics I know well: [YOUR EXPERTISE AREAS]
- What my ICP struggles with: [THEIR PAIN POINTS]
4-week content plan (one post idea per entry):
Week 1: Establish authority
Week 2: Build relatability
Week 3: Drive engagement
Week 4: Generate pipeline
For each post:
- Hook (first line that stops the scroll)
- Post type (insight / story / list / question / opinion)
- Core message in one sentence
- CTA (if any)
- Estimated effort to write (low / medium / high)
Rules: No branded content. No product plugs. No hashtag spam. Content that a buyer would bookmark.
Account Expansion Map
Identify expansion opportunities across a customer's organization
Help me map expansion opportunities in [CUSTOMER] account.
Context:
- Customer since: [DATE]
- Current usage: [WHAT TEAMS / USE CASES ARE ACTIVE]
- Contract value: [CURRENT ACV]
- My contact: [NAME, TITLE]
- What I know about other parts of the organization: [DEPARTMENTS / TEAMS]
Expansion map:
1. White space analysis (who uses us vs. who doesn't in this account)
2. Adjacent use cases (how could other teams use our product?)
3. Entry points (which team is easiest to expand into next?)
4. Champion strategy (how does my current contact help me get to new teams?)
5. The right expansion sequence (which rooms to enter in which order)
6. Expansion offer (what to propose and how to price it)
Output: A one-page expansion plan with a prioritized target list and the first message to send.
Sales Retrospective Prompt
Review a completed sales quarter to extract lessons and improve
Help me run a quarterly sales retrospective.
Context:
- Quarter: [Q1 / Q2 / Q3 / Q4 YEAR]
- Quota: [TARGET]
- Attainment: [ACTUAL RESULT]
- Deals won: [NUMBER AND TOTAL VALUE]
- Deals lost: [NUMBER AND TOTAL VALUE]
- Biggest win: [COMPANY AND WHY WE WON]
- Biggest loss: [COMPANY AND WHY WE LOST]
- What surprised me: [WHAT I DIDN'T EXPECT]
Retrospective questions:
1. What worked this quarter that I should do more of?
2. What didn't work that I should stop doing?
3. Which skill, if improved, would have the biggest impact on next quarter?
4. Which deals should I have qualified out sooner?
5. What one process change would make me more efficient?
6. What is my one big bet for next quarter?
Output: A one-page retro summary with 3 commitments for the next quarter.
Industry pack: SaaS and tech (15 prompts)
Technical Founder Cold Email
Cold email for reaching technical founders at early-stage startups
Write a cold email to [FOUNDER NAME], technical founder of [COMPANY].
Context:
- They recently [SIGNAL: launched on Product Hunt / raised seed funding / posted on HN]
- Company stage: [STAGE: pre-seed / seed / Series A]
- Their product: [WHAT THEY BUILD]
- I help [TYPE OF COMPANIES] with [PROBLEM I SOLVE]
Tone: Technical peer, not salesy. Respect their time.
Rules:
- Subject line: 5 words max, no clickbait
- Opening: Reference the signal, show you did research
- Body: One specific way you could help, tied to their stage
- CTA: Low commitment (15-min call or async)
- Total length: Under 100 words
- No "hope this finds you well" or "I'm reaching out because"
VP Engineering Cold Email
Cold email targeting VP/Director of Engineering at growth-stage companies
Write a cold email to [NAME], VP of Engineering at [COMPANY].
Context:
- Company size: [EMPLOYEE COUNT]
- Their stack: [TECHNOLOGIES THEY USE]
- Signal: [SIGNAL: hiring engineers / scaling infrastructure / tech debt mentions]
- We help engineering teams with [PROBLEM]
Tone: Peer-to-peer, technical credibility matters.
Structure:
1. Hook: Reference something specific about their engineering challenges
2. Problem: One sentence on the pain they likely feel
3. Credibility: One proof point (customer result, not features)
4. CTA: Specific and low-friction
Rules:
- No buzzwords (leverage, synergy, cutting-edge)
- Mention specific tech if relevant
- Under 80 words
Head of Growth Cold Email
Cold email for growth leaders responsible for pipeline and revenue
Write a cold email to [NAME], Head of Growth / VP Growth at [COMPANY].
Context:
- Their growth model: [PLG / SALES-LED / HYBRID]
- Current signal: [SIGNAL: new pricing page / raised Series B / job posting for growth roles]
- Their likely metric pain: [CAC / CONVERSION RATE / PIPELINE VOLUME / ACTIVATION]
- We help growth teams with: [YOUR VALUE PROP]
Tone: Metric-obsessed, peer-level. They think in numbers.
Rules:
- Lead with a growth metric or benchmark observation
- One specific outcome we deliver (with a number)
- Under 80 words
- CTA: 20-min call or async Loom
- No vague value props — be specific
VP Sales at SaaS Cold Email
Cold email for VP/Director of Sales at B2B SaaS companies
Write a cold email to [NAME], VP of Sales at [COMPANY].
Context:
- Company stage: [STAGE: seed / Series A / Series B / growth]
- Team size: [NUMBER OF REPS]
- Signal: [SIGNAL: hiring AEs / missed quota coverage / new CRO appointed]
- We help sales teams with: [YOUR VALUE PROP]
- Proof point: [RESULT FROM SIMILAR COMPANY]
Tone: Sales leader to sales leader. Skip the pleasantries.
Rules:
- Open with something about their sales org or motion specifically
- Connect to pipeline, quota, or rep ramp — not generic "efficiency"
- Under 75 words
- CTA: 15-min call to share how [SIMILAR COMPANY] did it
SaaS CMO Cold Email
Cold email for CMOs and marketing leaders at B2B SaaS companies
Write a cold email to [NAME], CMO at [COMPANY].
Context:
- Company stage: [STAGE]
- Marketing motion: [CONTENT-LED / PAID / OUTBOUND / PLG]
- Signal: [SIGNAL: rebranding / demand gen job postings / LinkedIn post about pipeline challenges]
- We help marketing teams with: [YOUR VALUE PROP]
- Key metric we impact: [MQL VOLUME / CAC / PIPELINE COVERAGE]
Tone: Strategic, data-fluent. CMOs get pitched constantly — cut through.
Rules:
- Lead with a marketing-specific insight or benchmark
- One outcome, one number, one ask
- Under 75 words
- Avoid "thought leadership" and "full-funnel" — they're meaningless now
SaaS Discovery: PLG Motion Questions
Discovery questions for product-led growth companies
Generate discovery questions for a PLG SaaS company.
Context:
- Buyer role: [HEAD OF GROWTH / VP PRODUCT / CRO]
- Company: [NAME]
- PLG motion: [FREE TRIAL / FREEMIUM / PRODUCT-QUALIFIED LEADS]
- What I sell: [YOUR PRODUCT]
Question categories:
1. PQL definition (how they identify product-qualified leads)
2. Activation bottlenecks (where users drop off before converting)
3. Expansion motion (how they grow accounts from self-serve)
4. Sales-assist triggers (when does a rep step in?)
5. Data and instrumentation (what they can and can't see)
For each question:
- Why you're asking
- Follow-up if they're vague
- What a strong vs weak answer tells you about fit
SaaS Discovery: Enterprise Sales Cycle
Discovery questions for enterprise SaaS deals with long sales cycles
Generate discovery questions for an enterprise SaaS deal.
Context:
- Prospect: [COMPANY]
- Contact: [NAME, TITLE]
- Estimated deal size: [ACV]
- Their industry: [INDUSTRY]
- What I sell: [YOUR PRODUCT]
Question categories:
1. Current stack (what tools they run today and why they bought them)
2. Consolidation appetite (are they looking to reduce vendors?)
3. Security and compliance requirements (SOC 2, SSO, data residency)
4. Rollout complexity (how many teams, what change management looks like)
5. Budget and approval cycle (who needs to sign, procurement requirements)
For each: why you're asking, follow-up probe, red flag answers.
Handle "We're Happy With Our Current Tool"
Response when a SaaS prospect is satisfied with their existing solution
Help me respond to: "We're happy with what we're currently using."
Context:
- Their current tool: [TOOL NAME IF KNOWN]
- Our product: [WHAT YOU SELL]
- Our key differentiator: [WHERE WE WIN]
- Their company stage: [STAGE]
- Signal that things may not be perfect: [IF ANY]
Response framework:
1. Validate their choice (they made a decision for a reason)
2. Ask one curious question about how they're using it today
3. Surface a gap or evolving need their current tool may not cover
4. Offer a specific, low-commitment comparison — not a pitch
Provide:
- Phone response (under 30 seconds)
- Email response (under 60 words)
- The follow-up timing if they're still not interested
Handle "We're Not Ready to Evaluate Yet"
Navigate timing objections from SaaS prospects mid-roadmap
Help me respond to: "We're not in a position to evaluate new tools right now."
Context:
- Their stage: [STAGE: post-funding / mid-migration / headcount freeze]
- What's likely blocking them: [WHAT YOU KNOW OR SUSPECT]
- Our implementation lift: [LOW / MEDIUM / HIGH]
- What changes when they are ready: [WHAT WOULD SHIFT]
Response framework:
1. Acknowledge the reality (timing objections are often genuine)
2. Diagnose: is this a capacity issue, priority issue, or budget issue?
3. Ask what would need to be true for timing to change
4. Propose a light-touch stay-in-touch (one asset, no follow-up pressure)
5. Set a specific future date to reconnect
Provide scripts for each scenario.
SaaS Renewal Proposal
Build a renewal proposal that leads with value and defends price
Write a renewal proposal for [CUSTOMER] at [COMPANY].
Context:
- Contract end date: [DATE]
- Current ACV: [AMOUNT]
- Proposed ACV: [AMOUNT — SAME / INCREASE]
- Usage over the contract: [KEY USAGE METRICS]
- Value delivered: [OUTCOMES ACHIEVED]
- Expansion opportunity: [NEW SEATS / MODULES / TEAMS]
- Their current sentiment: [HAPPY / NEUTRAL / AT-RISK]
Proposal structure:
1. Value delivered in plain language (their metrics, not our features)
2. Usage summary (show they're embedded)
3. Renewal terms with rationale for any price change
4. Expansion option (framed as unlocking more value, not upsell)
5. Renewal timeline and next steps
Tone: Partner conversation, not a sales call.
SaaS Trial-to-Paid Conversion Email
Email to convert a free trial user to a paying customer
Write a trial-to-paid conversion email for [PRODUCT].
Context:
- Trial user: [NAME, TITLE, COMPANY]
- Days left in trial: [NUMBER]
- Their usage: [KEY ACTIONS THEY HAVE / HAVEN'T TAKEN]
- Aha moment: [THE ACTION THAT PREDICTS CONVERSION]
- What they lose at trial end: [DATA / ACCESS / INTEGRATIONS]
- Pricing: [PLANS RELEVANT TO THEM]
Write 2 versions:
Version 1: They've hit the aha moment (build on momentum)
- Reinforce the value they've already experienced
- Make the conversion step obvious and frictionless
Version 2: They haven't activated yet (intervention)
- Address the likely blocker
- Offer a quick-start or assisted setup
- Create gentle urgency around trial expiry
Both under 100 words. No pressure tactics.
SaaS Competitive Battlecard
Build a one-page competitive battlecard for any SaaS competitor
Help me build a competitive battlecard against [COMPETITOR].
Context:
- Our product: [WHAT YOU SELL]
- Competitor: [COMPETITOR NAME]
- Segments they typically win: [WHERE THEY BEAT US]
- Segments we typically win: [WHERE WE BEAT THEM]
- Their pricing model: [IF KNOWN]
- Common things prospects say about them: [THEIR STATED STRENGTHS]
Battlecard sections:
1. Where we win (our 3 strongest differentiators vs. them)
2. Where they win (be honest — reps need to know this)
3. Landmines to plant (questions that expose their gaps)
4. How to respond when prospect prefers them
5. Customers who switched from them (reference stories)
6. What not to say (claims that backfire)
Format: One page, scannable before a call.
Outbound Sequence for SaaS Agency ICP
Multi-touch outbound sequence targeting agency owners and operators
Build an outbound sequence targeting agency owners who manage GTM for clients.
Context:
- Agency type: [PERFORMANCE / CONTENT / DEMAND GEN / FULL-SERVICE]
- Pain I solve for them: [YOUR VALUE PROP — e.g. reporting, lead delivery, tooling]
- Their clients: [TYPE OF CLIENTS THEY SERVE]
- Our offer: [WHAT YOU SELL]
Build a 5-touch sequence over 12 days:
Touch 1 (Day 1): Email — Lead with a client outcome or agency benchmark
Touch 2 (Day 3): LinkedIn — Short, specific connection message
Touch 3 (Day 5): Email — New angle, reference a common agency pain
Touch 4 (Day 8): LinkedIn or phone — Add value (resource, insight)
Touch 5 (Day 12): Breakup email — Give them an easy out
For each touch: subject/hook, body (under 75 words), CTA.
SaaS Founder-Led Sales Discovery Script
Discovery script for founders running early-stage sales calls
Help me run a discovery call as a founder.
Context:
- My product: [WHAT I BUILT]
- Who I'm talking to: [NAME, TITLE, COMPANY]
- What I think their problem is: [YOUR HYPOTHESIS]
- What I want to learn: [VALIDATION / PRICING / ICP / USE CASE]
- Stage: [PRE-REVENUE / EARLY CUSTOMERS / SCALING]
Give me a full discovery script that:
1. Opens without sounding like a sales call ("I want to learn, not pitch")
2. Tests my hypothesis about their pain
3. Lets them tell me about the problem in their words
4. Asks about current solutions and what's missing
5. Probes on urgency without manufacturing it
6. Closes with the right next step for this stage
Include specific questions and transition phrases throughout.
SaaS GTM Messaging Framework
Build a full GTM messaging framework for a SaaS product
Help me build a GTM messaging framework for [PRODUCT].
Context:
- What we do: [ONE-LINE DESCRIPTION]
- Primary buyer: [TITLE AT COMPANY TYPE]
- The problem we solve: [SPECIFIC PAIN]
- Our differentiated approach: [HOW WE SOLVE IT DIFFERENTLY]
- Proof: [BEST CUSTOMER RESULT]
- Alternatives buyers use today: [STATUS QUO OR COMPETITOR]
Messaging framework output:
1. Category positioning (what space do we play in?)
2. Core value proposition (one sentence, buyer-language)
3. Three messaging pillars (what we stand for)
4. Proof points per pillar
5. Objection-to-message map (their doubts, our answers)
6. Tagline options (3 versions: direct / benefit / curiosity)
This is for internal alignment and outbound copy — not a website deck.
Industry pack: financial services (5 prompts)
Compliance-Safe Cold Email
Cold email for financial services that respects regulatory concerns
Write a cold email to [NAME], [TITLE] at [FINANCIAL INSTITUTION].
Context:
- Institution type: [BANK / INSURANCE / ASSET MANAGER / FINTECH]
- Regulatory environment: [KEY REGULATIONS THEY OPERATE UNDER]
- Their likely concern: [COMPLIANCE RISK / AUDIT EXPOSURE / DATA SECURITY]
- We help financial firms with: [YOUR VALUE PROP]
- Trigger: [RECENT NEWS / REGULATORY CHANGE / JOB POSTING]
Rules:
- Never make performance or return claims
- Reference compliance by name if relevant (SOC 2, GDPR, etc.)
- Tone: institutional credibility, not startup energy
- Subject under 5 words
- Body under 80 words
- CTA: 15-minute call to explore fit
Risk-Focused Discovery Questions
Discovery questions for risk-averse financial buyers
Generate discovery questions for a financial services buyer.
Context:
- Buyer role: [CRO / CFO / COMPLIANCE OFFICER / VP OPERATIONS]
- Institution: [BANK / INSURER / WEALTH MANAGER]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Risk posture (how they currently identify and manage risk)
2. Regulatory requirements (what they must comply with)
3. Audit history (recent findings that created urgency)
4. Decision process (who approves vendor onboarding)
5. Trust signals required (certifications, audits, references they need)
For each question:
- Why you're asking
- The intelligence it gives you
- Follow-up if they're vague
Handle "We Need to Check with Compliance"
Navigate the compliance review objection
Help me respond to: "We need to check this with our compliance team."
Context:
- Deal stage: [STAGE]
- What compliance will review: [DATA / SECURITY / VENDOR RISK]
- Our certifications: [SOC 2 / ISO 27001 / GDPR / FedRAMP / etc.]
- Likely compliance questions: [WHAT YOU ANTICIPATE]
- Timeline pressure: [IF ANY]
Response framework:
1. Welcome compliance review positively (signals we're serious)
2. Offer to participate in the review proactively
3. Provide a compliance pack (DDQ, security docs, certs)
4. Set a timeline: when will we hear back?
5. Identify our compliance champion: who do we work with directly?
Script for how to handle this in real-time on the call.
Risk Mitigation Executive Summary
Proposal summary emphasizing risk reduction for financial buyers
Write an executive summary for a financial services proposal.
Context:
- Institution: [COMPANY]
- Economic buyer: [NAME, TITLE]
- Primary risk they face: [REGULATORY / OPERATIONAL / REPUTATIONAL RISK]
- How our solution reduces that risk: [MECHANISM]
- Quantified risk reduction: [DOLLAR VALUE / PROBABILITY REDUCTION]
- Certifications and compliance posture: [RELEVANT CERTS]
Write a 200-word executive summary that:
1. Opens with their risk, not our product
2. Quantifies the exposure cost of inaction
3. Summarizes our risk mitigation approach
4. References compliance alignment
5. States the ROI clearly
6. Ends with a defined next step and timeline
QBR / Quarterly Review Meeting Request
Request a QBR with a financial services client
Write a QBR meeting request email for [CUSTOMER] in financial services.
Context:
- Customer since: [DATE]
- Primary contact: [NAME, TITLE]
- Key metrics from last quarter: [USAGE / RESULTS / INCIDENTS PREVENTED]
- Upcoming renewal: [DATE IF KNOWN]
- Expansion opportunity: [NEW TEAM / MODULE / USE CASE]
Email format:
- Subject: short, specific, references Q[X] review
- Opening: reference specific result from last quarter
- Propose agenda: results review, roadmap preview, next quarter planning
- CTA: book 45-minute meeting, suggest 2-3 time options
- Under 120 words
Industry pack: healthcare and medtech (10 prompts)
Clinical Stakeholder Cold Email
Cold email for reaching clinical decision-makers
Write a cold email to [NAME], [TITLE: CMO / CNO / Medical Director] at [HEALTH SYSTEM / HOSPITAL].
Context:
- Their clinical focus: [SPECIALTY OR SERVICE LINE]
- Known challenge: [PATIENT OUTCOMES / WORKFLOW INEFFICIENCY / STAFF BURNOUT]
- We help clinical teams with: [YOUR VALUE PROP]
- Trigger: [JOINT COMMISSION REPORT / EXPANSION / JOB POSTING]
Rules:
- Never make clinical efficacy claims without evidence
- Reference patient outcomes or workflow, not software features
- Tone: physician-peer or clinical advisor, not software vendor
- HIPAA awareness: do not reference patient data in the email
- Subject under 5 words
- Body under 80 words
Healthcare Discovery Questions
Discovery questions for healthcare with long buying cycles
Generate discovery questions for a healthcare buyer.
Context:
- Buyer role: [CMO / CIO / VP CLINICAL OPERATIONS / DIRECTOR OF NURSING]
- Organization type: [HEALTH SYSTEM / AMBULATORY / POST-ACUTE / PAYER]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Clinical workflow (how care is currently delivered, where friction is)
2. Technology environment (EHR vendor, integration requirements)
3. Compliance requirements (HIPAA, Joint Commission, CMS)
4. Committee and approval process (how they make decisions)
5. Pilot requirements (what proof they need before full rollout)
For each question:
- Why you're asking
- Follow-up if they give a surface answer
- Red flag answers to watch for
Handle "We Need Clinical Validation"
Respond when they want peer-reviewed evidence or clinical trial data
Help me respond to: "We need clinical validation before we can consider this."
Context:
- Our evidence base: [PUBLISHED STUDIES / CASE STUDIES / PILOT DATA]
- What we don't have: [GAPS IN EVIDENCE]
- Their validation threshold: [WHAT THEY WANT TO SEE]
- Path to get there: [PILOT / REFERENCE VISIT / STUDY PARTNERSHIP]
Response framework:
1. Validate the requirement (this is a serious institution making a serious decision)
2. Present existing evidence clearly
3. Offer a pilot structure that produces the data they need
4. Propose a reference site visit to a similar organization
5. Discuss a formal study partnership if appropriate
Provide a script for handling this in a clinical committee meeting.
Healthcare VAC Proposal
Proposal formatted for hospital value analysis committee review
Write a proposal for a hospital Value Analysis Committee (VAC).
Context:
- Hospital system: [NAME]
- Product category: [DEVICE / SOFTWARE / SERVICE]
- Clinical use case: [WHAT IT DOES CLINICALLY]
- Clinical champion: [PHYSICIAN / NURSE SPONSOR]
- Cost: [PRICE]
- Financial impact: [COST SAVINGS / REVENUE IMPACT]
- Evidence: [CLINICAL DATA / REFERENCES]
VAC proposal structure:
1. Clinical need statement (champion's problem)
2. Product description (non-commercial language)
3. Clinical evidence summary
4. Financial impact analysis
5. Implementation requirements
6. Risk and compliance review
7. Reference institutions
8. Committee recommendation request
Post-Committee Follow-Up
Follow up after a committee review meeting
Write a follow-up email after a committee review meeting.
Context:
- Meeting type: [VAC / EXECUTIVE STEERING / CLINICAL COUNCIL]
- What was decided: [APPROVED / PENDING INFORMATION / DEFERRED]
- Open questions from committee: [QUESTIONS THEY RAISED]
- Next steps agreed: [WHAT BOTH SIDES AGREED TO DO]
- Timeline: [NEXT MEETING OR DECISION DATE]
Email structure:
- Thank specific attendees by name
- Summarize decision or status
- Provide any requested information inline
- Confirm next steps with dates
- Under 150 words
Clinical Pilot Proposal
Propose a structured clinical pilot program
Write a clinical pilot proposal for [HEALTH SYSTEM].
Context:
- Product: [WHAT IT DOES]
- Pilot scope: [UNIT / DEPARTMENT / SERVICE LINE]
- Duration: [8-12 WEEKS TYPICAL]
- Clinical lead: [PHYSICIAN OR NURSING CHAMPION]
- Success metrics: [WHAT WILL BE MEASURED]
- Current baseline: [WHERE THEY ARE TODAY]
Pilot proposal includes:
1. Pilot objectives (specific, measurable)
2. Scope definition (what's in/out)
3. Patient population or workflow affected
4. Measurement methodology
5. Go/no-go criteria for full rollout
6. Resource requirements (their time investment)
7. Timeline with milestones
8. Data reporting plan
EMR Integration Discussion Guide
Navigate EMR/EHR integration conversations with IT and clinical informatics
Help me navigate an EMR integration conversation.
Context:
- Their EMR: [EPIC / ORACLE HEALTH / MEDITECH / ATHENA / OTHER]
- Integration type needed: [HL7 FHIR / API / SSO / DATA FEED]
- Their IT contact: [CIO / DIRECTOR OF CLINICAL INFORMATICS]
- Our integration approach: [NATIVE / MIDDLEWARE / CUSTOM]
- Their concern: [SECURITY / DOWNTIME / LIFT REQUIRED]
Conversation guide:
1. Questions to understand their integration environment
2. How to explain our integration approach in non-technical terms
3. How to handle IT security review
4. Timeline expectations for integration projects
5. How to work with their Epic/Oracle team and ours in parallel
6. Common objections and how to address them
Health Plan Cold Outreach
Cold email for health plan and payer organizations
Write a cold email to [NAME], [TITLE] at [HEALTH PLAN / PAYER].
Context:
- Their focus: [MEDICAL MANAGEMENT / NETWORK STRATEGY / MEMBER ENGAGEMENT]
- Key metric they care about: [MLR / QUALITY SCORES / STARS RATING / COST TREND]
- We help health plans with: [YOUR VALUE PROP]
- Trigger: [REGULATORY CHANGE / EARNINGS REPORT / JOB POSTING]
Rules:
- Lead with the metric they care about
- Reference specific payer challenges (HEDIS, Stars, risk adjustment)
- Tone: actuarial and outcomes-focused, not clinical
- Under 80 words
- One CTA
Building a Physician Champion
Strategy for cultivating physician advocacy for your product
Help me build a physician champion strategy.
Context:
- Target health system: [NAME]
- Physician we're developing: [NAME / SPECIALTY]
- What they care about: [CLINICAL OUTCOMES / EFFICIENCY / RESEARCH]
- Our product's clinical value: [SPECIFIC CLINICAL BENEFIT]
- Their current relationship with us: [LEVEL OF ENGAGEMENT]
Champion development plan:
1. How to identify the right physician (power + will + access)
2. What to offer them (data, recognition, early access, co-authorship)
3. How to arm them to present internally
4. How to get them in front of the committee
5. What to watch for if they're losing champion status
6. How to build redundancy (more than one champion)
Regulatory Compliance Positioning
Position your product's compliance posture for healthcare buyers
Help me position our compliance posture for a healthcare buyer.
Our compliance certifications:
- [HIPAA BAA / SOC 2 TYPE II / ISO 27001 / HITRUST / OTHER]
Buyer concerns likely:
- [DATA SECURITY / PHI HANDLING / BAA TERMS / SUBPROCESSORS]
Context:
- Their compliance team: [CIO / PRIVACY OFFICER / LEGAL]
- Their existing tech compliance bar: [WHAT THEY ALREADY REQUIRE]
Create:
1. One-paragraph compliance positioning statement
2. Top 5 compliance questions they will ask with our answers
3. BAA discussion guide
4. How to present our security posture without reading a slide deck
5. What to do if we have a compliance gap they're asking about
Industry pack: manufacturing (10 prompts)
Plant Manager Cold Email
Cold email for reaching plant managers and operations leaders
Write a cold email to [NAME], Plant Manager at [COMPANY / FACILITY].
Context:
- Their manufacturing type: [DISCRETE / PROCESS / MIXED MODE]
- OEE or production metric they care about: [UPTIME / THROUGHPUT / DEFECT RATE]
- Known challenge: [DOWNTIME / LABOR SHORTAGE / QUALITY ISSUES]
- We help plants with: [YOUR VALUE PROP]
- Trigger: [JOB POSTING / NEWS / INDUSTRY EVENT]
Rules:
- Use plant floor language (OEE, downtime, throughput, cycle time)
- Don't reference "digital transformation" — they've heard it too many times
- Focus on specific, measurable production improvements
- Under 80 words
- Subject: reference their plant metric or a specific challenge
Manufacturing Discovery Questions
Discovery questions for manufacturing operations buyers
Generate discovery questions for a manufacturing buyer.
Context:
- Buyer role: [PLANT MANAGER / VP OPERATIONS / CIO / COO]
- Manufacturing type: [AUTOMOTIVE / AEROSPACE / FOOD & BEVERAGE / INDUSTRIAL]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Production performance (OEE, downtime frequency, quality defect rates)
2. Current process (how they manage the problem today)
3. Workforce and change management (floor adoption concerns)
4. ERP/MES environment (systems they already use)
5. CapEx approval process (how they fund manufacturing investments)
For each question:
- Why you're asking
- Follow-up if they're vague
- Red flags to watch for
Handle "Can't Disrupt Production"
Overcome implementation timing concerns in manufacturing
Help me respond to: "We can't disrupt production to implement this."
Context:
- Our implementation approach: [PHASED / PILOT LINE / OFFLINE SETUP]
- Typical implementation time: [HOURS / DAYS]
- Reference customer experience: [HOW THEY DID IT]
- Their production schedule: [BUSY SEASON / SHUTDOWN / MAINTENANCE WINDOWS]
Response framework:
1. Acknowledge that production uptime is non-negotiable
2. Describe implementation approach in production terms
3. Reference how comparable plants did it without disruption
4. Propose a pilot on one line or one cell
5. Tie implementation to a planned maintenance window
Also: what questions to ask to identify the real implementation window.
Manufacturing ROI Proposal
ROI-focused proposal for manufacturing CapEx approval
Create an ROI proposal for a manufacturing investment.
Context:
- Buyer: [COMPANY / PLANT]
- Investment: [YOUR PRODUCT / SOLUTION]
- Price: [COST]
- Current metrics: [OEE / DOWNTIME HOURS / DEFECT PPM / LABOR COST]
- Projected improvement: [% IMPROVEMENT IN EACH METRIC]
- Production volume: [UNITS / SHIFTS / REVENUE AT RISK]
Build a CapEx justification that shows:
1. Current cost of the problem (downtime cost, scrap cost, labor cost)
2. Projected improvement with dollar value
3. Payback period
4. 3-year NPV
5. Risk factors and sensitivity analysis
6. Comparison to alternative approaches (do nothing, hire more, different vendor)
Format: suitable for internal CapEx review committee.
Post-Plant-Visit Follow-Up
Follow up after visiting a manufacturing prospect's facility
Write a follow-up email after visiting [COMPANY]'s plant.
Visit context:
- Who I met: [NAMES AND TITLES]
- What I saw: [SPECIFIC LINES / AREAS / PROCESSES]
- Key observations: [SPECIFIC CHALLENGE I OBSERVED OR THEY MENTIONED]
- What resonated with them: [THEIR POSITIVE REACTIONS]
- Next step agreed: [WHAT WAS AGREED IN PERSON]
Email structure:
- Reference something specific you saw on the floor
- Connect your observation to the problem you solve
- Confirm agreed next steps with dates
- Attach anything promised
- Under 120 words
Supply Chain Pain Discovery
Uncover supply chain challenges in manufacturing conversations
Generate supply chain discovery questions for a manufacturing buyer.
Context:
- Company type: [OEM / CONTRACT MANUFACTURER / DISTRIBUTOR]
- Supply chain role: [VP SUPPLY CHAIN / PROCUREMENT / S&OP LEAD]
- Current challenge signals: [INVENTORY ISSUES / SUPPLIER DELAYS / FORECAST MISSES]
Questions to cover:
1. Inventory visibility (where they have blind spots)
2. Supplier reliability (on-time delivery rate, lead time variability)
3. Demand forecasting accuracy (what causes the most misses)
4. ERP/planning tools in use today
5. Cost of supply disruptions (what a bad week looks like in dollars)
For each: why you're asking and what good vs. bad answers signal.
Quality Improvement Positioning
Position your solution around quality metrics and standards
Help me position our solution around quality improvement.
Context:
- Our product: [YOUR SOLUTION]
- Quality metric we impact: [PPM / DEFECT RATE / FIRST PASS YIELD / CPKAPPA]
- Industry standard they care about: [ISO 9001 / IATF 16949 / AS9100 / FDA]
- Buyer: [QUALITY DIRECTOR / VP MANUFACTURING / PLANT MANAGER]
Create:
1. Quality-focused value proposition (in their language)
2. Discovery questions to quantify their quality cost
3. How to connect our improvement claim to their specific standard
4. Reference example or case study to use
5. How to respond if they say: "We already have a quality program"
OEM Supplier Positioning
Position to Tier 1 and Tier 2 automotive or aerospace suppliers
Help me position for Tier 1/2 supplier sales.
Context:
- Supplier type: [AUTOMOTIVE / AEROSPACE / DEFENSE]
- Tier level: [TIER 1 / TIER 2]
- OEM customers they serve: [FORD / GM / BOEING / RAYTHEON / etc.]
- Our product: [YOUR SOLUTION]
- Compliance standard required: [IATF 16949 / AS9100 / NADCAP]
Create:
1. Opening positioning for supplier conversations
2. How to reference OEM requirements without overstepping
3. Discovery questions specific to supplier operational pain
4. How to use OEM pressure as urgency without making it a threat
5. Proposal language that works for supplier CapEx approval
Industry 4.0 Digital Transformation Pitch
Position for manufacturing digital transformation without using the buzzwords
Help me pitch digital transformation to a manufacturing buyer without buzzwords.
Context:
- Buyer: [TITLE]
- Their current technology level: [LEGACY / MIXED / SOMEWHAT CONNECTED]
- What we connect or automate: [SENSORS / MACHINES / ERP / MES]
- Business outcome: [LESS DOWNTIME / FASTER CYCLE TIMES / FEWER ERRORS]
Create:
1. How to explain the value without using "Industry 4.0" or "digital transformation"
2. Discovery questions that surface technology readiness
3. How to position against: "We need to get the basics right first"
4. A phased approach that starts small and proves ROI before scaling
5. How to find the OT/IT owner who can be your internal champion
EHS and Safety Value Positioning
Position your product with environmental, health, and safety benefits
Help me position our solution using safety and EHS value.
Context:
- Product: [YOUR SOLUTION]
- Safety impact: [INCIDENT REDUCTION / NEAR-MISS TRACKING / COMPLIANCE REPORTING]
- EHS standard they must meet: [OSHA / EPA / ISO 14001 / 45001]
- Buyer: [EHS DIRECTOR / PLANT MANAGER / COO]
Create:
1. Safety-first positioning statement
2. Discovery questions to understand their incident rate and cost
3. How to quantify the cost of a recordable incident
4. How to connect safety improvement to insurance and liability
5. Response to: "Safety is handled by a different team"
Industry pack: professional services (5 prompts)
Partner-Level Cold Email
Cold email for reaching partners at consulting, law, or accounting firms
Write a cold email to [NAME], [Partner / Director / Managing Director] at [FIRM].
Context:
- Firm type: [CONSULTING / LAW / ACCOUNTING / STAFFING]
- Their practice area: [PRACTICE]
- Known challenge: [UTILIZATION / CLIENT RETENTION / NEW BUSINESS DEVELOPMENT]
- We help professional services firms with: [YOUR VALUE PROP]
- Trigger: [FIRM ANNOUNCEMENT / EXPANSION / JOB POSTING]
Rules:
- Partners receive many pitches. Open with a business-level observation.
- Don't pitch to billable value; pitch to practice growth or risk reduction
- Reference firm economics (utilization, realization, leverage ratio) if relevant
- Under 80 words
- Subject: short, respects their time
Professional Services Discovery Questions
Discovery for consulting, law, and accounting firm buyers
Generate discovery questions for a professional services buyer.
Context:
- Firm type: [CONSULTING / LAW / ACCOUNTING / STAFFING]
- Buyer role: [MANAGING PARTNER / COO / CIO / CFO]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Utilization and efficiency (billable hours per person, write-off rates)
2. Client relationship management (how they track and expand client relationships)
3. Knowledge management (how expertise is captured and shared)
4. Technology environment (current tools and their pain with them)
5. Decision authority (who approves firm-wide technology decisions)
For each question:
- Why you're asking
- Follow-up if they're vague
Handle "Partners Won't Adopt It"
Address partner adoption and change management concerns
Help me respond to: "Our partners won't adopt a new tool."
Context:
- Our product: [WHAT IT IS]
- How partners currently do this task: [EXISTING BEHAVIOR]
- Change required: [WHAT THEY'D HAVE TO DO DIFFERENTLY]
- Value to partners individually: [WHAT THEY GET]
Response framework:
1. Acknowledge that partner adoption in professional services is genuinely hard
2. Ask about past failed adoption attempts (understand the history)
3. Show how adoption has worked at similar firms
4. Propose a champion partner pilot (start with advocates)
5. Discuss what firm leadership can do to drive adoption vs. hope for it
Professional Services Business Case
Build a business case for partnership or firm-wide approval
Create a business case for [FIRM] to adopt our solution.
Context:
- Firm: [NAME AND TYPE]
- Our product: [WHAT IT DOES]
- Price: [ANNUAL COST]
- Primary value driver: [TIME SAVED / UTILIZATION IMPROVED / NEW REVENUE ENABLED]
- Quantified impact: [HOURS SAVED PER PROFESSIONAL / REVENUE IMPACT]
- Number of professionals: [HEADCOUNT]
Business case structure:
1. Current state cost (time/revenue lost per professional today)
2. Projected improvement with dollar value at scale
3. Per-professional ROI
4. Payback period
5. Risk of not adopting (competitive or efficiency disadvantage)
6. Implementation requirements (minimum disruption to billable work)
Partnership Meeting Follow-Up
Follow up after presenting to a partnership or practice leadership group
Write a follow-up email after a partnership meeting at [FIRM].
Context:
- Attendees: [NAMES AND TITLES]
- Meeting outcome: [POSITIVE / PENDING / DEFERRED TO COMMITTEE]
- Open questions raised: [QUESTIONS FROM THE MEETING]
- Next step agreed: [WHAT HAPPENS NEXT]
- Decision timeline: [WHEN THEY EXPECT TO DECIDE]
Email structure:
- Thank specific attendees
- Reference the most important moment from the meeting
- Answer any outstanding questions
- Confirm mutual next steps with dates
- Under 130 words
Industry pack: e-commerce and DTC (9 prompts)
E-commerce Executive Cold Email
Cold email for e-commerce and DTC brand executives
Write a cold email to [NAME], [CMO / VP E-COMMERCE / HEAD OF GROWTH] at [BRAND].
Context:
- Brand type: [DTC / MARKETPLACE / OMNICHANNEL]
- Their metric pressure: [CVR / CAC / LTV / BFCM PERFORMANCE]
- Known challenge: [CART ABANDONMENT / RETENTION / AOV / CUSTOMER ACQUISITION]
- We help e-commerce brands with: [YOUR VALUE PROP]
- Trigger: [PRODUCT LAUNCH / FUNDING / PLATFORM MIGRATION]
Rules:
- Lead with a metric or business signal
- Reference their specific category or product if possible
- Keep it under 70 words
- One CTA: call or async
- Never open with "I hope this finds you well"
E-commerce Discovery Questions
Discovery for e-commerce conversion, retention, and growth optimization
Generate discovery questions for an e-commerce buyer.
Context:
- Buyer role: [CMO / VP GROWTH / E-COMMERCE DIRECTOR]
- Business model: [DTC / B2B E-COMMERCE / MARKETPLACE]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Conversion (funnel drop-off, checkout abandonment, traffic vs. CVR)
2. Retention (repeat purchase rate, LTV, email/SMS engagement)
3. Tech stack (platform, ESP, analytics, attribution tools)
4. Seasonality (BFCM planning, Q4 dependency)
5. Decision process (who owns budget, tech vs. marketing ownership)
For each: why you're asking, what a strong vs. weak answer tells you.
Handle "We Just Launched a New Site"
Navigate the timing objection after a recent replatform
Help me respond to: "We just launched a new site / migrated platforms."
Context:
- Their new platform: [SHOPIFY / BIGCOMMERCE / CUSTOM]
- When they launched: [DATE / HOW RECENT]
- Our product: [WHAT IT DOES]
- Integration complexity: [SIMPLE / MODERATE / COMPLEX]
Response approach:
1. Acknowledge the momentum of a new launch
2. Position the launch as an ideal starting point (no bad habits yet)
3. Show how we integrate with their new platform in minutes
4. Reframe: catching issues early costs less than finding them in Q4
5. Suggest a 30-day post-launch review to assess baseline metrics
E-commerce ROI Proposal
Quick ROI case tied to e-commerce conversion and revenue metrics
Create an ROI proposal for an e-commerce brand.
Context:
- Brand: [NAME]
- Annual revenue: [GMV OR REVENUE]
- Current CVR: [%]
- Our projected CVR improvement: [%]
- Current average order value: [AOV]
- Monthly traffic: [SESSIONS]
- Our price: [MONTHLY / ANNUAL COST]
Calculate and present:
1. Monthly revenue impact of CVR improvement
2. Annual revenue uplift
3. Payback period in days
4. LTV impact if retention also improves
5. Conservative / base / optimistic scenarios
Format: 1 page, suitable for sharing with CEO/CFO.
Post-Peak Season Follow-Up
Re-engage after Black Friday or the holiday season
Write a post-BFCM or post-holiday follow-up email to [NAME] at [BRAND].
Context:
- When we last spoke: [DATE]
- What they said then: [THEIR PRIORITY OR HESITATION]
- How their BFCM/holiday went: [IF YOU KNOW: STRONG / MISSED TARGETS]
- What changed: [NEW PAIN / NEW URGENCY]
- Our relevant result: [WHAT WE HELPED SIMILAR BRANDS DO THIS SEASON]
Approach:
- Reference the season specifically (it's a natural re-engagement window)
- Tie your value to what they just experienced
- If they had a bad season: open the wound gently
- If they had a good season: pitch expansion or retention now
- Under 80 words
Customer Retention and LTV Positioning
Position around customer lifetime value for e-commerce brands
Help me position our product around customer LTV and retention.
Context:
- Our product: [WHAT IT DOES]
- LTV impact: [REPEAT PURCHASE RATE IMPROVEMENT / CHURN REDUCTION]
- Average customer LTV in their category: [IF KNOWN]
- Their current retention challenge: [LOW REPEAT RATE / HIGH CHURN / EMAIL FATIGUE]
Create:
1. LTV-focused value positioning (not features)
2. Discovery questions to qualify their retention problem
3. How to calculate the revenue impact of a 1% repeat purchase rate improvement
4. Handle: "We focus on acquisition, not retention"
5. Proof point or benchmark to make the case real
E-commerce Agency Partnership Pitch
Pitch to e-commerce agencies for a referral or reseller partnership
Write a partnership pitch to an e-commerce agency.
Context:
- Agency name: [NAME]
- Their clients: [TYPE OF BRANDS THEY SERVE]
- Our product: [WHAT IT DOES FOR THEIR CLIENTS]
- Partnership model: [REFERRAL / RESELLER / CO-SELL]
- What we give them: [REVENUE SHARE / DASHBOARD ACCESS / DEDICATED SUPPORT]
Pitch structure:
- Why our tool is relevant to their clients (not just us)
- How the partnership makes them look better to clients
- What they get (revenue, differentiation, client stickiness)
- Simple first step: pilot with 1-2 clients
- Under 120 words
Platform Integration Pitch
Position your integration with Shopify, BigCommerce, or other platforms
Help me pitch our platform integration to an e-commerce brand.
Context:
- Their platform: [SHOPIFY / BIGCOMMERCE / MAGENTO / WOOCOMMERCE]
- Our integration type: [NATIVE APP / API / PIXEL]
- Setup time: [MINUTES / HOURS]
- What it connects: [YOUR PRODUCT] with [PLATFORM FEATURE]
- Value unlocked by integration: [SPECIFIC OUTCOME]
Create:
1. One-sentence integration pitch in plain English
2. How to explain the setup process (make it sound effortless)
3. Questions to assess their technical readiness
4. Handle: "We've had bad experiences with integrations"
5. Concrete first step for a trial
Amazon Seller Cold Outreach
Cold outreach to Amazon marketplace sellers
Write a cold email to an Amazon seller.
Context:
- Seller type: [BRAND / RESELLER / PRIVATE LABEL]
- Their category: [IF KNOWN]
- Known challenge: [BSR RANK / REVIEW VELOCITY / PPC COSTS / INVENTORY]
- We help Amazon sellers with: [YOUR VALUE PROP]
- How you found them: [AMAZON LISTING / TOOLS LIKE JUNGLE SCOUT / LINKEDIN]
Rules:
- Amazon sellers are cynical about services pitches — lead with specific value
- Reference their specific category pain if possible
- Avoid "I found your product on Amazon" as an opener if overused in your niche
- Under 70 words
- CTA: 15-min call or free audit
Industry pack: real estate and education (10 prompts)
Commercial Real Estate Cold Email
Cold email for commercial real estate professionals
Write a cold email to [NAME], [TITLE: Broker / VP Real Estate / Acquisitions Director] at [FIRM / COMPANY].
Context:
- Real estate focus: [CRE / MULTIFAMILY / INDUSTRIAL / RETAIL / OFFICE]
- Their deal type: [INVESTMENT / LEASING / DEVELOPMENT / PROPERTY MANAGEMENT]
- Challenge they likely face: [DEAL VELOCITY / DATA ACCESS / TENANT MANAGEMENT]
- We help real estate professionals with: [YOUR VALUE PROP]
- Trigger: [RECENT DEAL / PORTFOLIO NEWS / MARKET EXPANSION]
Rules:
- Reference the property type and deal economics they care about
- Not a technology pitch — a deal velocity or margin pitch
- Under 75 words
- CTA: 15-minute call or walkthrough
Real Estate Tech Discovery Questions
Discovery questions for proptech and real estate technology sales
Generate discovery questions for a real estate buyer.
Context:
- Buyer role: [BROKER / ASSET MANAGER / PROPERTY MANAGER / CRE INVESTOR]
- Portfolio type: [COMMERCIAL / RESIDENTIAL / MIXED USE]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Current workflow (how they manage the process today)
2. Data and reporting (what data they track and where)
3. Deal speed (how long their typical deal or leasing process takes)
4. Tech stack (CRM, underwriting tools, PM software in use)
5. Decision authority (individual vs. firm vs. committee approval)
For each: why you're asking and follow-up probe.
Handle "I Have My Own System"
When individual brokers or operators have personal workflows
Help me respond to: "I have my own system that works for me."
Context:
- Their current system: [SPREADSHEETS / CUSTOM CRM / MANUAL PROCESS]
- What their system can't do: [SCALE / SHARE / AUTOMATE]
- Our product: [YOUR SOLUTION]
- Who else at their firm uses us: [IF APPLICABLE]
Response approach:
1. Respect the system — it got them this far
2. Ask what it doesn't do well (curiosity, not criticism)
3. Show a specific gap that creates a real problem for them
4. Suggest a side-by-side comparison on one deal or one quarter
5. Never attack their system directly
Brokerage Firm Proposal
Proposal for firm-wide real estate technology adoption
Write a proposal for [BROKERAGE FIRM] to adopt our solution firm-wide.
Context:
- Firm size: [NUMBER OF BROKERS / AGENTS]
- Current technology: [WHAT THEY USE TODAY]
- Pain point: [INEFFICIENCY / DATA GAPS / COMPETITION PRESSURE]
- Our solution: [WHAT WE DO]
- Price: [PER SEAT OR FIRM COST]
- ROI: [DEALS CLOSED FASTER / LEASES UP / MANAGEMENT EFFICIENCY]
Proposal includes:
1. Firm-specific market context
2. Problem statement (their words from discovery)
3. How we solve it
4. Firm-wide rollout plan
5. Training and support approach
6. ROI calculation at firm scale
7. Reference firms or case study
Post-Deal Follow-Up
Follow up with a prospect after they close or announce a deal
Write a follow-up email to [NAME] after they closed or announced [DEAL / TRANSACTION].
Context:
- Deal type: [ACQUISITION / LEASE / DEVELOPMENT]
- What they announced: [DEAL SUMMARY IF KNOWN]
- How I found out: [PRESS RELEASE / COSTAR / LINKEDIN]
- Relevance to our product: [HOW THIS DEAL CREATES A NEED]
- Our value for their next deal or this portfolio: [VALUE PROP]
Approach:
- Lead with congratulations (genuine, specific)
- Bridge to a timely need this deal creates
- Make the ask light: a 15-minute conversation
- Under 80 words
K-12 Administrator Cold Email
Cold email for reaching school district administrators
Write a cold email to [NAME], [Superintendent / Assistant Superintendent / Director of Technology] at [SCHOOL DISTRICT].
Context:
- District size: [STUDENT ENROLLMENT]
- Current challenge: [STUDENT OUTCOMES / TEACHER RETENTION / TECH INTEGRATION / FUNDING]
- We help districts with: [YOUR VALUE PROP]
- Timing trigger: [BUDGET CYCLE / ESSER FUNDS / STATE MANDATE]
Rules:
- Lead with student or teacher outcomes, not technology
- Reference funding source if relevant (ESSER, Title I, E-Rate)
- Avoid Ed-Tech jargon
- Under 80 words
- Respect that administrators receive dozens of vendor pitches weekly
Education Discovery Questions
Discovery questions for K-12 and higher education sales
Generate discovery questions for an education buyer.
Context:
- Institution type: [K-12 DISTRICT / CHARTER NETWORK / COMMUNITY COLLEGE / UNIVERSITY]
- Buyer role: [SUPERINTENDENT / CTO / DEAN / DIRECTOR OF CURRICULUM]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Student outcomes (what they measure and where they fall short)
2. Teacher and staff adoption (what has worked and failed before)
3. Budget and procurement (funding sources, timeline, RFP requirements)
4. Technology environment (current LMS, SIS, devices)
5. Decision process (board approval, committee, state requirements)
For each: why you're asking and what a good answer tells you.
Handle "We Don't Have Budget" in Education
Navigate budget constraints unique to K-12 and higher ed
Help me respond to: "We don't have budget for this."
Context:
- Institution type: [K-12 / HIGHER ED]
- Budget cycle: [WHEN THEIR FISCAL YEAR RENEWS]
- Federal or state funding they may access: [ESSER / TITLE I / IDEA / E-RATE / STATE GRANT]
- Our price: [ANNUAL COST]
Response approach:
1. Validate the constraint (public funding is genuinely limited)
2. Ask about specific funding sources they haven't considered
3. Offer to help them write a funding justification
4. Propose a pilot funded by a specific available grant
5. Get on the budget radar for next fiscal year if this year is truly closed
District RFP Response Framework
Framework for responding to education procurement RFPs
Help me respond to a school district RFP.
RFP context:
- District: [NAME]
- What they're buying: [CATEGORY]
- RFP requirements: [KEY REQUIREMENTS]
- Evaluation criteria: [WHAT THEY SAY THEY WILL SCORE]
- Our differentiator: [WHERE WE WIN]
- Competitors likely bidding: [IF KNOWN]
RFP response strategy:
1. How to read between the lines (who wrote this RFP)
2. Executive summary that leads with outcomes
3. How to address must-have requirements
4. How to differentiate on criteria they said matter
5. Questions to ask pre-submission if allowed
6. How to follow up after submission without violating process
Grant Funding Positioning
Position your product for grant-funded education purchases
Help me position our product for grant-funded purchases in education.
Context:
- Our product: [WHAT IT DOES]
- Relevant grant programs: [ESSER / TITLE I / IDEA / E-RATE / STATE GRANTS]
- How our product aligns to grant purpose: [LEARNING RECOVERY / EQUITY / TECHNOLOGY ACCESS]
- Documentation we can provide: [OUTCOMES DATA / RESEARCH BASE / PILOT RESULTS]
Create:
1. Grant alignment statement (how we fit each grant's allowable uses)
2. Language a grant writer can use to justify our purchase
3. How to position to a grant officer vs. a curriculum director
4. Typical grant timeline and when to approach the district
5. Documentation to prepare in advance of grant season
Industry pack: logistics, energy and utilities (9 prompts)
Supply Chain Executive Cold Email
Cold email for VP Supply Chain or Logistics Director
Write a cold email to [NAME], [VP Supply Chain / Director of Logistics / COO] at [COMPANY].
Context:
- Company type: [SHIPPER / 3PL / MANUFACTURER / RETAILER]
- Supply chain challenge: [VISIBILITY / CARRIER CAPACITY / COST PER SHIPMENT / INVENTORY]
- We help logistics teams with: [YOUR VALUE PROP]
- Trigger: [SUPPLY CHAIN DISRUPTION / JOB POSTING / INDUSTRY NEWS]
Rules:
- Lead with a supply chain metric or a recent industry disruption
- Reference specific pain: "carrier capacity" lands better than "efficiency"
- Under 75 words
- One CTA
Supply Chain Tech Discovery Questions
Discovery for supply chain technology sales
Generate discovery questions for a logistics and supply chain buyer.
Context:
- Buyer role: [VP SUPPLY CHAIN / DIRECTOR OF LOGISTICS / PROCUREMENT DIRECTOR]
- Company type: [MANUFACTURER / SHIPPER / 3PL]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Visibility and tracking (what they can and can't see across their network)
2. Carrier relationships (how they manage and select carriers)
3. Cost structure (freight spend, cost per unit, accessorial charges)
4. Systems in use (TMS, WMS, ERP, control tower tools)
5. Risk and resilience (how they handle disruptions, what hurt them most)
For each: why you're asking and follow-up probe.
Handle "Too Many Systems Already"
Navigate integration fatigue in supply chain and logistics
Help me respond to: "We already have too many systems."
Context:
- Our product: [WHAT IT DOES]
- Systems it replaces or integrates with: [TMS / WMS / ERP]
- The specific gap it fills: [WHAT THEY CAN'T DO IN THEIR CURRENT STACK]
- Integration complexity: [PLUG-IN / API / CUSTOM]
Response approach:
1. Validate the concern — integration fatigue in logistics is real
2. Ask what system they'd expect this to replace (clarify the add/replace question)
3. Show how this consolidates or reduces clicks, not adds to them
4. Demo the integration in 5 minutes rather than explaining it in 15
5. If replacing: which system is it replacing and what does migration look like?
Supply Chain ROI Proposal
Build an ROI case for a logistics or supply chain investment
Create an ROI proposal for a logistics investment.
Context:
- Buyer: [COMPANY]
- Annual freight spend: [DOLLARS]
- Our cost reduction claim: [% FREIGHT SAVINGS / HOURS SAVED / INCIDENTS REDUCED]
- Current cost of visibility gaps: [DETENTION / EXPEDITE FEES / LOST PRODUCT]
- Our price: [ANNUAL COST]
ROI calculation:
1. Current freight cost and inefficiency cost
2. Projected savings at their volume
3. Payback period
4. Secondary benefits (carrier relationship, compliance, data quality)
5. Cost of inaction (what a disruption like [RECENT EVENT] cost them)
Format: suitable for VP Supply Chain to take to CFO for approval.
3PL Provider Pitch
Pitch to third-party logistics providers
Write a pitch email to a 3PL provider.
Context:
- 3PL name: [NAME]
- Their specialization: [WAREHOUSING / FREIGHT BROKERAGE / LAST MILE / COLD CHAIN]
- Their clients: [TYPE OF SHIPPERS THEY SERVE]
- Our product: [WHAT IT DOES FOR 3PLs]
- How it helps their clients: [SPECIFIC BENEFIT]
Pitch approach:
- Lead with how we help them win and retain clients
- Reference the specific 3PL model (margin pressure is real)
- Show how we make them stickier with their accounts
- Propose: pilot with 1-2 clients before firm-wide decision
- Under 100 words
Utility Executive Cold Email
Cold email for energy and utility decision makers
Write a cold email to [NAME], [VP / Director / Manager] at [UTILITY / ENERGY COMPANY].
Context:
- Utility type: [IOU / CO-OP / MUNICIPAL / IPP]
- Regulatory environment: [STATE PUC / FERC / EPA REQUIREMENTS]
- Their challenge: [GRID RELIABILITY / COST RECOVERY / CUSTOMER PROGRAMS / COMPLIANCE]
- We help utilities with: [YOUR VALUE PROP]
- Trigger: [RATE CASE FILING / REGULATORY CHANGE / RELIABILITY EVENT]
Rules:
- Utilities are conservative buyers. Lead with reliability or compliance.
- Reference rate case or regulatory process if relevant
- Tone: regulated industry peer, not startup pitch
- Under 80 words
Utility Discovery Questions
Discovery for utility and energy technology sales
Generate discovery questions for a utility buyer.
Context:
- Buyer role: [VP OPERATIONS / CTO / VP CUSTOMER EXPERIENCE / DIRECTOR OF GRID OPERATIONS]
- Utility type: [ELECTRIC / GAS / WATER / MULTI-COMMODITY]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Reliability and operations (outage frequency, SAIDI/SAIFI metrics)
2. Regulatory environment (upcoming rate cases, compliance requirements)
3. Customer programs (demand response, EV, energy efficiency)
4. Technology environment (OMS, GIS, SCADA, AMI in use)
5. Budget and procurement process (CapEx vs. OpEx, approval authority)
For each: why you're asking and what the answer tells you about urgency.
Handle "It's Not in the Rate Case"
Navigate rate case budget constraints unique to regulated utilities
Help me respond to: "This isn't in our rate case" or "We can't fund this outside the rate case."
Context:
- Our product: [WHAT IT DOES]
- Rate case status: [WHEN FILED / WHEN DECIDED]
- How we could be funded: [CAPEX / OPEX / PILOT / GRANT FUNDED]
- Total cost: [PRICE]
Response approach:
1. Acknowledge the rate case constraint (it's genuine)
2. Explore whether this is CapEx (included in rate base) or OpEx (different treatment)
3. Discuss pilot funding options outside the rate case
4. Ask when the next rate case is and how to get into it
5. Reference utilities that funded similarly outside the rate case
Sustainability and Decarbonization Pitch
Position for utility sustainability and clean energy initiatives
Help me position our product for a utility's decarbonization initiative.
Context:
- Our product: [WHAT IT DOES]
- Decarbonization relevance: [GRID FLEXIBILITY / EV INTEGRATION / DER MANAGEMENT / RENEWABLE INTEGRATION]
- Regulatory driver: [STATE CLEAN ENERGY STANDARD / IRA / FERC ORDER]
- Utility's stated goal: [NET ZERO BY X / RENEWABLE % TARGET]
- Buyer: [VP SUSTAINABILITY / VP GRID OPERATIONS / CHIEF SUSTAINABILITY OFFICER]
Create:
1. Sustainability positioning statement
2. How our product accelerates their decarbonization goal
3. Discovery questions to understand their clean energy roadmap
4. How to navigate between grid operations and sustainability teams
5. Funding pathway (IRA incentives, DOE grants, rate recovery)
Industry pack: government, telecom and media (10 prompts)
Government Agency Cold Email
Cold email for government decision makers
Write a cold email to [NAME], [TITLE] at [AGENCY / DEPARTMENT].
Context:
- Agency level: [FEDERAL / STATE / LOCAL]
- Program focus: [MISSION AREA]
- Known challenge: [MISSION DELIVERY / COMPLIANCE / MODERNIZATION / CITIZEN SERVICES]
- We help government agencies with: [YOUR VALUE PROP]
- Contract vehicle or certification: [GSA / SEWP / 8(a) / FedRAMP / StateRAMP]
Rules:
- Use mission language, not commercial language
- Reference any contract vehicle or certification upfront
- Never claim outcomes you can't prove with reference agencies
- Under 80 words
- CTA: 20-minute exploratory call
Government Discovery Questions
Discovery for government and public sector technology sales
Generate discovery questions for a government buyer.
Context:
- Agency type: [FEDERAL CIVILIAN / DOD / STATE / LOCAL / SLED]
- Buyer role: [CIO / PROGRAM MANAGER / CONTRACTING OFFICER / MISSION OWNER]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Mission requirements (what they're trying to accomplish operationally)
2. Compliance and certification (FedRAMP, FISMA, CMMC requirements)
3. Procurement process (contract vehicle preference, set-aside, timeline)
4. Budget and fiscal year (when funding is available, color of money)
5. Incumbent landscape (who they currently use and contract status)
For each: why you're asking and what a good vs. bad answer signals.
Handle "We Need to Go Through Procurement"
Navigate government procurement requirements without losing momentum
Help me respond to: "You'll need to go through our procurement / contracting office."
Context:
- Agency: [AGENCY]
- Contract vehicle we're on: [GSA SCHEDULE / SEWP / IDIQ / BPA / OTHER]
- What procurement typically requires: [COMPETITIVE BID / SOLE SOURCE / COOP]
- Our approach: [HOW WE TYPICALLY TRANSACT WITH GOVERNMENT]
Response approach:
1. Validate the process (not a roadblock, it's how government works)
2. Identify which contract vehicle makes this easy for their CO
3. Offer to help them write the SOW or J&A if needed
4. Keep the mission owner engaged while procurement moves
5. Set realistic timeline expectations
Government RFP Response Framework
Framework for responding to federal and state government RFPs
Help me respond to a government RFP.
RFP context:
- Agency: [NAME]
- Solicitation number: [NUMBER]
- What they're buying: [REQUIREMENT]
- Evaluation criteria: [LPTA / BEST VALUE / PAST PERFORMANCE WT]
- Our differentiator: [WHERE WE WIN]
- Competitors likely bidding: [IF KNOWN]
RFP response strategy:
1. How to read the evaluation criteria to know what they really want
2. Technical approach structure
3. Past performance section strategy
4. Price-to-win considerations
5. How to tell a win theme that threads through the whole response
6. Questions to ask during the Q&A window
State and Local Government (SLED) Approach
Approach for state, county, and municipal government sales
Help me build a SLED sales approach for [STATE / COUNTY / MUNICIPALITY].
Context:
- Our product: [WHAT IT DOES]
- SLED segment: [STATE AGENCY / COUNTY / MUNICIPALITY / K-12 / HIGHER ED / PUBLIC SAFETY]
- Contract vehicles available: [NASPO / SOURCEWELL / STATE CO-OP / OTHER]
- Budget cycle: [WHEN THEIR FISCAL YEAR RENEWS]
Create:
1. How SLED procurement differs from federal
2. Best entry point for this segment (who to call first)
3. Co-op contract strategy to simplify procurement
4. How to use reference agencies in the same state
5. Timing strategy tied to their budget cycle
Telecom Executive Cold Email
Cold email for telecom carriers and service providers
Write a cold email to [NAME], [VP / Director] at [CARRIER / TELCO / MVNO].
Context:
- Company type: [TIER 1 CARRIER / REGIONAL / MVNO / CABLE MSO]
- Business unit: [ENTERPRISE SALES / NETWORK / PRODUCT / CUSTOMER SUCCESS]
- Challenge: [CHURN / ARPU / 5G MONETIZATION / ENTERPRISE WIN RATE]
- We help telecoms with: [YOUR VALUE PROP]
- Trigger: [EARNINGS CALL / NETWORK LAUNCH / JOB POSTING]
Rules:
- Use telecom language (ARPU, churn, EBITDA, capex, opex)
- Reference their specific competitive position if known
- Under 80 words
- One CTA
Telecom Discovery Questions
Discovery for telecom carrier and service provider sales
Generate discovery questions for a telecom buyer.
Context:
- Buyer role: [VP ENTERPRISE SALES / CTO / VP PRODUCT / DIRECTOR OF NETWORK]
- Company type: [CARRIER / CABLE / MVNO / ISP]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Revenue and churn (ARPU trends, enterprise vs. consumer mix, churn drivers)
2. Network strategy (5G roadmap, fiber buildout, spectrum position)
3. Enterprise sales motion (how they sell to business customers)
4. Systems landscape (BSS / OSS environment, CRM, billing platform)
5. Decision process (business unit vs. corporate IT, capex approval)
For each: why you're asking and what the answer tells you.
Handle "We're Locked Into Vendor X"
Navigate incumbent vendor relationships at telecoms
Help me respond to: "We're locked into [VENDOR] for the next [X] years."
Context:
- Incumbent vendor: [NAME]
- Contract end date: [IF KNOWN]
- Their likely frustration with incumbent: [WHAT YOU SUSPECT OR KNOW]
- Our differentiator: [HOW WE WIN]
Response approach:
1. Respect the contract (trying to break it is not the play)
2. Ask what they'd change if they could (plant the seed)
3. Position as the replacement at renewal (start the conversation now)
4. Ask if there's an adjacent use case not covered by incumbent
5. Offer a POC or pilot in an area the incumbent doesn't touch
Media Executive Cold Email
Cold email for media and entertainment companies
Write a cold email to [NAME], [TITLE] at [MEDIA COMPANY / PUBLISHER / STUDIO].
Context:
- Media type: [BROADCAST / STREAMING / PUBLISHING / PODCASTING / SOCIAL]
- Revenue model: [ADVERTISING / SUBSCRIPTION / LICENSING / EVENTS]
- Challenge: [AUDIENCE MONETIZATION / CONTENT COSTS / PLATFORM DISTRIBUTION / AD REVENUE]
- We help media companies with: [YOUR VALUE PROP]
- Trigger: [CONTENT LAUNCH / ACQUISITION / LAYOFF / PLATFORM CHANGE]
Rules:
- Reference their content or audience strategy specifically
- Connect to ad revenue or subscription growth, not technology
- Under 75 words
Handle "Content Is Our Priority, Not Tech"
Connect technology to content outcomes for media buyers
Help me respond to: "Content is our focus right now, not technology."
Context:
- Our product: [WHAT IT DOES]
- How it directly enables content: [SPECIFIC LINK]
- Their content type: [VIDEO / TEXT / AUDIO / LIVE]
- Their business model: [AD-SUPPORTED / SUBSCRIPTION / HYBRID]
Response approach:
1. Agree that content is the business
2. Show how our technology makes their content team faster or their content perform better
3. Frame technology as infrastructure for content, not a separate workstream
4. Reference a comparable media company that used tech to accelerate content output or monetization
5. Ask: what would help your team produce or distribute more content with the same headcount?
Industry pack: hospitality, construction and insurance (9 prompts)
Hotel and Travel Executive Cold Email
Cold email for hospitality and travel companies
Write a cold email to [NAME], [VP / Director / GM] at [HOTEL BRAND / TRAVEL COMPANY].
Context:
- Company type: [FULL-SERVICE HOTEL / BOUTIQUE / OTA / CRUISE / TRAVEL MANAGEMENT]
- Their metric: [REVPAR / ADR / OCCUPANCY / DIRECT BOOKING RATE / COST PER GUEST]
- Challenge: [DISTRIBUTION COST / LOYALTY PROGRAM / OPERATIONS / GUEST EXPERIENCE]
- We help hospitality companies with: [YOUR VALUE PROP]
- Trigger: [PROPERTY OPENING / REBRAND / INDUSTRY RECOVERY TREND]
Rules:
- Lead with RevPAR, ADR, or direct booking impact
- Reference seasonality if relevant
- Tone: hospitality-industry peer
- Under 75 words
Hospitality Discovery Questions
Discovery for hospitality technology sales
Generate discovery questions for a hospitality buyer.
Context:
- Buyer role: [GM / VP OPERATIONS / CRO / DIRECTOR OF REVENUE MANAGEMENT]
- Property type: [FULL-SERVICE / SELECT-SERVICE / RESORT / BOUTIQUE / CHAIN]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Revenue performance (RevPAR, ADR, direct vs. OTA mix)
2. Guest experience (NPS, online review score, service failures)
3. Operations efficiency (labor cost, housekeeping, F&B margins)
4. Technology environment (PMS, CRS, CRM, RMS in use)
5. Brand standards and approval (what decisions require brand or flag approval)
For each: why you're asking and follow-up if they're vague.
Handle "We Have a Preferred Vendor"
Navigate brand-mandated or preferred vendor relationships
Help me respond to: "We already have a preferred vendor / brand-mandated solution."
Context:
- The preferred vendor: [NAME]
- Whether it's truly mandated or just preferred: [HARD MANDATE / SOFT PREFERENCE]
- The gap or pain that still exists: [WHAT THEIR PREFERRED VENDOR DOESN'T DO]
- Our product's relationship to their PMS: [REPLACES / INTEGRATES / COMPLEMENTS]
Response approach:
1. Clarify: mandated or preferred? (makes a big difference)
2. If preferred: find the gap their preferred vendor doesn't fill
3. If mandated: can we work alongside or integrate?
4. Engage the brand team directly if we have a relationship
5. Get on the approved vendor list for future procurement
Construction Executive Cold Email
Cold email for general contractors and construction firms
Write a cold email to [NAME], [VP / Director / Project Executive] at [CONSTRUCTION FIRM].
Context:
- Company type: [GC / CM / SPECIALTY SUB / DESIGN-BUILD]
- Project type: [COMMERCIAL / INFRASTRUCTURE / INDUSTRIAL / RESIDENTIAL]
- Challenge: [PROJECT DELAYS / COST OVERRUNS / SAFETY / REWORK / LABOR]
- We help construction firms with: [YOUR VALUE PROP]
- Trigger: [PROJECT ANNOUNCEMENT / BID WIN / JOB POSTING]
Rules:
- Use construction language (RFIs, change orders, schedule, submittal)
- Lead with project cost or schedule impact
- Field crews won't use it unless it saves them time — address this upfront
- Under 80 words
Construction Discovery Questions
Discovery for construction technology sales
Generate discovery questions for a construction buyer.
Context:
- Buyer role: [VP OPERATIONS / PROJECT EXECUTIVE / CTO / DIRECTOR OF PROJECT CONTROLS]
- Construction type: [GC / CM / SPECIALTY]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Project performance (cost overrun %, schedule slippage, change order volume)
2. Field adoption (what tech field crews actually use today)
3. Document and data management (how RFIs, submittals, photos are managed)
4. Safety performance (TRIR, EMR, recent incidents)
5. Technology decisions (who approves new tools, top-down or bottom-up)
For each: why you're asking and what an honest answer tells you.
Handle "Field Crews Won't Use It"
Navigate field adoption concerns in construction
Help me respond to: "Our field crews won't use a new technology."
Context:
- Our product: [WHAT IT DOES]
- What field crews have to do differently: [THE BEHAVIOR CHANGE REQUIRED]
- Time investment per field user per day: [MINUTES]
- Reference GC that successfully rolled out: [IF APPLICABLE]
Response approach:
1. Validate the concern — field adoption failure is the number one reason construction tech fails
2. Ask about their past adoption failures (understand the history)
3. Show how this reduces field paperwork rather than adding to it
4. Propose a crew-level pilot: one foreman, one project, 30 days
5. Discuss superintendent and PM advocacy as the key driver
Insurance Executive Cold Email
Cold email for insurance carriers and agencies
Write a cold email to [NAME], [VP / Director] at [INSURANCE CARRIER / AGENCY / MGA].
Context:
- Insurance line: [P&C / LIFE / HEALTH / SPECIALTY / REINSURANCE]
- Company type: [CARRIER / AGENCY / MGA / BROKER]
- Challenge: [LOSS RATIO / DISTRIBUTION / CLAIMS EFFICIENCY / UNDERWRITING ACCURACY]
- We help insurers with: [YOUR VALUE PROP]
- Trigger: [EARNINGS RELEASE / REGULATORY CHANGE / JOB POSTING]
Rules:
- Use insurance language (combined ratio, loss ratio, premium, underwriting)
- Connect to profitability or risk accuracy, not technology for its own sake
- Tone: actuarial and data-focused
- Under 80 words
Insurance Discovery Questions
Discovery for insurance technology sales
Generate discovery questions for an insurance buyer.
Context:
- Buyer role: [CTO / CHIEF UNDERWRITING OFFICER / CLAIMS VP / HEAD OF DISTRIBUTION]
- Insurance type: [P&C / LIFE / SPECIALTY]
- Product I sell: [YOUR PRODUCT]
Question categories:
1. Underwriting performance (loss ratio trends, adverse selection challenges)
2. Claims efficiency (cycle time, leakage, litigation rate)
3. Distribution (agent/broker mix, direct, digital channel growth)
4. Core systems (policy admin, claims system, data warehouse, AI tools)
5. Regulatory and compliance (state filings, data privacy, NAIC requirements)
For each: why you're asking and what red flag answers look like.
Handle "Our Systems Are Legacy"
Navigate legacy core system concerns in insurance
Help me respond to: "Our core systems are legacy and we can't integrate easily."
Context:
- Our integration approach: [API / FILE-BASED / REAL-TIME / BATCH]
- What we've integrated with before: [POLICY ADMIN SYSTEMS / CLAIMS PLATFORMS]
- Their likely legacy system: [GUIDEWIRE / DUCK CREEK / MAJESCO / CUSTOM COBOL]
- The workaround if integration is hard: [DATA EXPORT / PORTAL ACCESS / MIDDLEWARE]
Response approach:
1. Validate the constraint (legacy core systems in insurance are genuinely painful)
2. Ask specifically which system and what integration they've attempted before
3. Show integration precedents with the same system
4. Propose a start point that doesn't touch the core system
5. Discuss a phased integration roadmap
Role playbooks: SDR, AE, manager, founder, RevOps, CSM (36 prompts)
SDR: Daily Prospecting Workflow
Prioritize and structure a full SDR prospecting day
Help me structure my prospecting day as an SDR.
Context:
- My quota: [MEETINGS PER WEEK OR MONTH]
- Current pipeline: [OPEN OPPORTUNITIES IN SEQUENCE]
- Available time today: [HOURS]
- Best performing channels for me: [EMAIL / PHONE / LINKEDIN]
Create a prioritized prospecting schedule:
1. Morning block (calls — best time to reach prospects)
2. Email block (personalization and sending)
3. LinkedIn block (engagement and outreach)
4. Research block (account prep for tomorrow)
5. CRM hygiene (what to log and update)
For each block:
- Specific activity
- Volume target
- Priority order (who to call/email first)
- What to skip if time-crunched
AE: Deal Review Framework
Self-review any opportunity to identify gaps and next steps
Help me do a self deal review.
Deal context:
- Company: [PROSPECT]
- Deal size: [ACV]
- Stage: [STAGE]
- Close date: [EXPECTED]
- What I know:
* Pain: [YES / NO / PARTIALLY]
* Champion: [WHO AND HOW STRONG]
* Economic buyer: [IDENTIFIED / NOT YET]
* Decision criteria: [KNOWN / UNKNOWN]
* Competition: [WHO AND WHERE WE STAND]
* Timeline: [REAL / MADE UP]
Review output needed:
1. What I know vs. what I don't know
2. The gap that is most likely to kill this deal
3. One action to take this week to advance
4. Honest probability of closing on schedule
5. What I'd tell my manager at a deal review
Sales Manager: Pipeline Review Questions
Questions to run an effective pipeline review with a rep
Help me run a pipeline review with a sales rep.
Context:
- Rep: [NAME]
- Top 3 deals to review: [COMPANY / DEAL SIZE / STAGE]
- Rep's forecast: [WHAT THEY SAID WILL CLOSE]
- My concern: [WHAT I'M SKEPTICAL ABOUT]
Generate pipeline review questions for each deal:
Pain: "What problem are they solving? Why now?"
Champion: "Who is selling for you internally?"
Economic Buyer: "Have you spoken to [name]? What did they say?"
Decision Process: "Walk me through what has to happen before they sign."
Competition: "Why do they prefer us? What's their alternative?"
Close Date: "What would have to be true for this to slip?"
For each question: what a confident rep answer sounds like vs. a vague one.
Founder: First 10 Sales Conversations
Guide for founders running their first B2B sales conversations
Help me prepare for my first B2B sales conversations as a founder.
Context:
- Product: [WHAT YOU'VE BUILT]
- Target buyer: [WHO YOU'RE SELLING TO]
- Hypothesis about the pain: [WHAT YOU THINK THE PROBLEM IS]
- What I want to learn: [PRODUCT VALIDATION / PRICING / ICP / BUY PROCESS]
Guide for founder-led sales calls:
1. How to open without sounding like a sales call
2. Discovery questions that validate your hypothesis
3. How to listen for language you can use in your messaging
4. How to handle "how much does it cost?"
5. How to close for a next step without overselling
6. What to write down after every call
Goal: learn as much as you sell. Product velocity beats sales velocity at this stage.
RevOps: Sales Process Audit
Audit your current sales process for gaps and inefficiencies
Help me audit our current sales process.
Context:
- Team size: [NUMBER OF REPS]
- Average deal size: [ACV]
- Sales cycle length: [DAYS]
- Win rate: [%]
- Top stage that deals are lost in: [STAGE]
- CRM: [SALESFORCE / HUBSPOT / OTHER]
Audit areas:
1. Stage definitions (are stages based on buyer actions or seller actions?)
2. Required fields (what data is missing and why it matters)
3. Conversion rates by stage (where is the biggest drop-off?)
4. Activity benchmarks (calls, emails, meetings per stage per rep)
5. Forecast accuracy (do closed dates slip? By how much?)
Output: a prioritized list of process gaps with a recommended fix for each.
CSM: Onboarding Success Plan
Create a customer onboarding success plan for any new account
Help me create an onboarding success plan for [CUSTOMER].
Context:
- Customer: [COMPANY]
- Product/plan purchased: [WHAT THEY BOUGHT]
- Key stakeholders: [NAMES AND TITLES]
- Goals they shared during sales: [WHAT THEY SAID THEY WANTED]
- Technical requirements: [INTEGRATIONS / DATA / SETUP NEEDED]
- Go-live target: [DATE]
Success plan includes:
1. Onboarding milestones (Week 1 / Week 2 / Month 1)
2. Who does what (customer vs. our team)
3. The "aha moment" we need them to hit (first value)
4. Training plan
5. 30/60/90-day success criteria
6. How we'll measure success at 90 days
7. What we'll do if they fall behind
SDR: Cold Call Opening Framework
Opening lines and structures for cold calls that get past the first 10 seconds
Help me write cold call opening frameworks.
Context:
- My product: [WHAT YOU SELL]
- Target title: [WHO I'M CALLING]
- Signal I have on them: [RECENT TRIGGER OR RESEARCH]
- Average call goal: [BOOK MEETING / QUALIFY]
Create 5 opening frameworks for different scenarios:
1. Signal-led open (reference something specific about them)
2. Referral open (someone connected us)
3. Pattern interrupt (unexpected to cut through noise)
4. Straight-line open (direct, no pretense)
5. Permission-based open (ask if it's a bad time, then pivot)
For each framework:
- The exact words to say in the first 10 seconds
- The bridge to the reason for calling
- How to handle "I'm busy" or "Not interested" in the first 5 seconds
- What tone matches this opener
SDR: Sequence Performance Review
Diagnose why a sequence isn't booking meetings and fix it
Help me diagnose and fix my outbound sequence.
Sequence context:
- Current sequence: [DESCRIBE TOUCHES, CHANNELS, TIMING]
- Open rate: [%]
- Reply rate: [%]
- Meeting rate: [%]
- Target ICP: [WHO YOU'RE REACHING]
- Current copy angle: [WHAT YOU'RE SAYING]
Diagnose problems across:
1. Subject lines (are they triggering opens?)
2. Hook (does the first line earn the next?)
3. Value proposition (is it specific or generic?)
4. CTA (is it too big an ask?)
5. Timing and cadence (too fast, too slow, wrong days?)
6. Channel mix (is email carrying too much of the load?)
Output: A prioritized fix list with specific rewrites for the worst-performing elements.
SDR: LinkedIn Outreach Strategy
Build a LinkedIn outreach approach for a target ICP
Build a LinkedIn outreach strategy for my ICP.
Context:
- Target persona: [TITLE AT COMPANY TYPE]
- Their LinkedIn activity: [ACTIVE POSTER / OCCASIONAL / LURKER]
- My product: [WHAT YOU SELL]
- Connection request limit: [WEEKLY CAPACITY]
Strategy components:
1. Profile optimization (how my profile should look to this ICP)
2. Content engagement play (which posts to engage with before connecting)
3. Connection request message (under 300 characters, no pitch)
4. First message after connection (open a conversation, not pitch)
5. Follow-up if no reply after 5 days
6. When to move to email
For each message: exact copy, character count, and why it works.
SDR: Meeting Show Rate Improvement
Tactics to reduce no-shows after a meeting is booked
Help me reduce no-shows for booked meetings.
Context:
- Current no-show rate: [%]
- Meeting type: [DISCOVERY / DEMO / INTRO]
- How meetings are booked: [CALENDAR LINK / MANUAL / INBOUND]
- Current confirmation process: [WHAT I DO TODAY]
- Time between booking and meeting: [AVERAGE DAYS]
Improve my show rate with:
1. Confirmation email sent immediately after booking
2. 24-hour reminder with a reason to show up
3. Day-of reminder (morning of the meeting)
4. What to do 10 minutes before if they haven't confirmed
5. No-show recovery message (sent within 30 min of missed meeting)
For each: exact copy and send timing. Under 75 words each.
SDR: Objection Before the Meeting
Handle objections that come in before the discovery call even starts
Help me respond to objections that arrive after booking but before the meeting.
Context:
- My product: [WHAT YOU SELL]
- Meeting type: [DISCOVERY / DEMO]
- Their objection: [WHAT THEY SAID]
Handle these pre-meeting objections:
1. "Actually, we decided to go a different direction"
2. "Can you just send me some info instead?"
3. "We don't have budget right now"
4. "My manager said we're not doing any new vendor evals"
5. "Can we reschedule to next quarter?"
For each:
- Email response (under 60 words)
- Goal: keep the meeting or get a clear no
- What to offer to make it easy to stay booked
- When to just let it go
AE: Proposal Presentation Script
Script for walking a prospect through a proposal in a live meeting
Help me script a proposal presentation meeting.
Context:
- Prospect: [COMPANY]
- Attendees: [NAMES AND TITLES]
- Deal size: [ACV]
- Their top priorities from discovery: [WHAT THEY CARE MOST ABOUT]
- Our key differentiator: [WHY WE WIN]
- Competition: [WHO ELSE IS IN THE RUNNING]
Script the proposal meeting in 3 parts:
Part 1: Open (5 min)
- Restate their goal, not our product
- Confirm the agenda and time
Part 2: Walk the proposal (20 min)
- How to present each section without reading it
- Questions to ask as you go
- Where to pause and check understanding
Part 3: Close the meeting (5 min)
- What to ask at the end
- How to define a mutual next step
- What not to say that kills momentum
AE: Stalled Deal Recovery
Unstick a deal that has stopped moving forward
Help me recover a deal that has gone quiet.
Deal context:
- Company: [PROSPECT]
- Deal size: [ACV]
- Last active: [DATE]
- Stage when it stalled: [STAGE]
- Last thing we discussed: [TOPIC]
- What we agreed would happen next: [AGREED NEXT STEP]
- My theory on why it stalled: [BEST GUESS]
Recovery approach:
1. Diagnosis: what's most likely killing this deal right now
2. The one message to send this week to get a response
3. What to offer to re-engage without discounting
4. Who else at the company to contact if primary contact is dark
5. When to officially disqualify and move on
Output a specific recovery plan for this deal, not generic advice.
AE: Mutual Action Plan Template
Create a shared close plan that both sides commit to
Help me build a mutual action plan (MAP) for this deal.
Deal context:
- Company: [PROSPECT]
- Deal size: [ACV]
- Their go-live target: [DATE]
- Their procurement process: [WHAT YOU KNOW]
- Key stakeholders: [NAMES AND ROLES]
- Our close target: [DATE]
Mutual action plan structure:
1. Shared goal statement (one sentence both sides agree on)
2. Milestones from today to signature (with dates and owners)
3. Their tasks (what they need to do for this to progress)
4. Our tasks (what we commit to deliver and when)
5. Risks and how we'll handle them
6. Escalation path if something blocks progress
Format: Simple table with owner, action, and due date. Short enough to fit in one email.
AE: Multi-Threading Strategy
Build relationships with multiple stakeholders in an active deal
Help me multi-thread this deal.
Deal context:
- Company: [PROSPECT]
- Current contact: [NAME, TITLE]
- Deal size: [ACV]
- Stage: [STAGE]
- Other stakeholders I need to reach: [NAMES OR TITLES]
Multi-threading plan:
1. Who to add and why (which roles are missing that matter)
2. How to get introduced through my current contact
3. What to say in direct outreach if warm intro isn't possible
4. How to communicate to each person in their language (IT vs. Finance vs. business)
5. How to manage the dynamics if stakeholders have competing priorities
Also: what are the risks of multi-threading badly, and how to avoid them?
AE: End-of-Quarter Push Strategy
Create urgency and close deals at quarter-end without burning trust
Help me close deals at end of quarter.
Context:
- Deals in play: [LIST COMPANY / DEAL SIZE / STAGE]
- My quota: [TARGET]
- Current attainment: [WHERE I AM]
- Days left in quarter: [NUMBER]
- What I can offer: [DISCOUNTS / INCENTIVES / EXTRAS IF ANY]
For each deal type, give me a strategy:
1. Deal that's close but needs a nudge (50%+ probability)
2. Deal that's stalled but not dead (25-50% probability)
3. Deal I thought was closed but went quiet (high value, worth fighting for)
For each:
- The right message to send today
- What urgency is real (not manufactured) that I can use
- How to ask for a commitment without being pushy
- The one thing I should stop doing that's slowing these down
Sales Manager: Rep Coaching Framework
Structure a weekly 1:1 coaching session with a sales rep
Help me run a coaching 1:1 with [REP NAME].
Rep context:
- Rep's current quota attainment: [%]
- Top strength: [WHAT THEY DO WELL]
- Main development area: [WHERE THEY STRUGGLE]
- Recent deal outcome to debrief: [WIN OR LOSS AND WHY]
- Pipeline health: [HEALTHY / LIGHT / BLOATED WITH STUCK DEALS]
Structure a 30-minute coaching session:
Part 1: Rep-led review (10 min)
- What did they say went well this week?
- What do they want to work on?
Part 2: Manager-led coaching (15 min)
- One specific skill to work on (with a real example from their pipeline)
- How to give feedback on that skill without demoralizing them
- One tactical improvement they can apply this week
Part 3: Commitment (5 min)
- What is the one thing they will do differently?
- How will we know it worked?
Sales Manager: New Rep Onboarding Plan
Build a 30/60/90-day ramp plan for a new sales hire
Help me build a 30/60/90-day onboarding plan for a new [SDR / AE / AM].
Context:
- Role: [TITLE]
- Their experience level: [ENTRY / MID / SENIOR]
- Our product complexity: [LOW / MEDIUM / HIGH]
- Team size: [REPS ON THE TEAM]
- Quota ramp policy: [HOW WE RAMP NEW REPS]
30/60/90-day plan covering:
Day 1-30 (Learn):
- Product knowledge goals
- Sales process mastery
- Key tools and CRM setup
- First call certification milestone
Day 31-60 (Apply):
- First outreach activity targets
- Shadowing and reverse-shadowing requirements
- First meetings/pipeline milestones
Day 61-90 (Perform):
- Full ramp quota expectations
- Independent pipeline management
- What does success look like at 90 days?
Include: weekly check-in cadence and how to assess if they're on track.
Sales Manager: Win/Loss Review Process
Run a structured win/loss review to improve team performance
Help me run a win/loss review.
Deal context:
- Company: [PROSPECT]
- Outcome: [WON / LOST]
- Deal size: [ACV]
- Sales cycle length: [DAYS]
- Why we won or lost: [REP'S VERSION]
- Competitor involved: [IF ANY]
Win/loss review questions:
If we won:
1. What specifically caused us to win?
2. Was it repeatable or did we get lucky?
3. What can we teach the rest of the team from this?
If we lost:
1. Where did we lose it — and when did we actually lose it?
2. Was this a deal we should have qualified out earlier?
3. What one thing, if done differently, might have changed the outcome?
4. What do we tell the team to avoid this happening again?
Output a one-page win/loss brief I can share with the team.
Sales Manager: Forecast Accuracy Improvement
Improve forecast accuracy and build rep accountability
Help me improve forecast accuracy on my team.
Context:
- Team size: [NUMBER OF REPS]
- Current forecast accuracy: [% WITHIN X OF ACTUAL]
- Biggest forecasting problem: [SANDBAGGING / OVERPROMISING / LATE STAGE SLIPPAGE]
- CRM: [SALESFORCE / HUBSPOT / OTHER]
- Forecast cadence: [WEEKLY / MONTHLY]
Improve accuracy by fixing:
1. Stage definitions (what should be in forecast vs. pipeline)
2. Required deal data before a rep can call a deal as commit
3. Manager override criteria (when should I change a rep's forecast?)
4. Early warning signals (what tells me a deal will slip before the rep admits it)
5. Accountability without creating a culture of sandbagging
Output: A simple forecasting framework I can roll out to the team this week.
Sales Manager: Team Quota Setting
Build a fair and motivating quota framework for your sales team
Help me set quotas for my sales team.
Context:
- Team size: [NUMBER OF REPS]
- Company revenue target: [TOTAL TARGET]
- Rep roles: [SDR / AE / AM MIX]
- Rep experience levels: [JUNIOR / MID / SENIOR SPLIT]
- Historical attainment: [AVERAGE % ATTAINMENT LAST PERIOD]
- Ramp reps on team: [HOW MANY AND AT WHAT STAGE]
Quota framework covering:
1. How to allocate team target across reps (not just equal split)
2. Adjustment for ramp reps
3. Adjustment for territory variance (some territories are harder)
4. What attainment rate is healthy for the team overall
5. How to communicate quotas in a way that motivates rather than demoralizes
6. How to handle a rep who consistently sandbaggs or a rep who blows out quota
Founder: Hire First Salesperson
Decide when and how to make your first sales hire
Help me think through hiring my first salesperson.
Context:
- Current ARR: [AMOUNT]
- How I'm selling now: [FOUNDER-LED / PART-TIME HELP]
- Average deal size: [ACV]
- Sales cycle: [LENGTH]
- Close rate: [%]
- My time on sales currently: [HOURS PER WEEK]
Help me answer:
1. Am I ready to hire a salesperson? (What signals say yes vs. not yet)
2. What role should I hire first? (SDR / AE / Hybrid)
3. What does the right candidate profile look like for this stage?
4. How do I write a job description that attracts the right person?
5. How do I structure comp for a first sales hire?
6. What should I hand them on Day 1 vs. what do I let them build?
7. How do I know if the hire is working after 90 days?
Founder: Build an Outbound Motion from Scratch
Design an outbound system when you have no sales infrastructure
Help me build an outbound motion from scratch.
Context:
- My product: [WHAT YOU SELL]
- ICP: [TARGET PERSONA AND COMPANY TYPE]
- Current pipeline sources: [REFERRALS / INBOUND / NONE]
- My outbound goal: [X MEETINGS PER WEEK]
- Tools I have or am willing to use: [CRM / EMAIL TOOL / LINKEDIN SALES NAV]
- Time I can invest: [HOURS PER WEEK]
Build a simple outbound system:
1. List building (where to get the right contacts)
2. Prioritization (who to contact first and why)
3. Message framework (what angle to use for this ICP)
4. Channel and volume (email / LinkedIn / calls — what mix at this stage)
5. Follow-up cadence (how many touches, how far apart)
6. Tracking (what to measure in a spreadsheet before buying a tool)
Goal: Something I can run myself in under 5 hours a week to start.
Founder: Pricing Conversation Framework
Handle pricing questions confidently in early-stage sales
Help me handle pricing conversations as a founder.
Context:
- My product: [WHAT YOU SELL]
- Current pricing: [YOUR MODEL — FLAT / USAGE / SEAT-BASED]
- Price range: [LOW / MID / HIGH RELATIVE TO ALTERNATIVES]
- Stage: [PRE-REVENUE / EARLY CUSTOMERS / SCALING]
- Most common pricing objection: [WHAT PROSPECTS SAY]
Give me frameworks for:
1. When to share pricing (early vs. late in the conversation)
2. How to anchor before sharing the number
3. How to respond to "that's too expensive" without immediately discounting
4. How to use competitors to justify your price
5. When to offer a pilot or reduced trial vs. hold your price
6. How to talk about pricing when you're still figuring it out
Include specific language for each scenario.
Founder: Turn a Case Study into Pipeline
Use a customer win to generate new outbound pipeline
Help me use a customer case study to generate pipeline.
Context:
- Customer: [COMPANY NAME OR ANONYMIZED]
- Their industry: [INDUSTRY]
- The result: [SPECIFIC OUTCOME WITH NUMBERS]
- The ICP this maps to: [WHO THIS SHOULD RESONATE WITH]
- Channels I'll use: [EMAIL / LINKEDIN / CONTENT]
Create outbound assets from this case study:
1. Cold email that leads with the result (not the feature)
2. LinkedIn DM version (under 150 characters)
3. LinkedIn post angle that tells the story without sounding like an ad
4. Subject line options (3 variations)
5. How to reference the case study in a discovery call
Rules: The result does the selling. Keep me out of the story as much as possible.
Founder: Transition from Founder-Led to Team-Led Sales
Build the system to hand off sales without losing revenue
Help me transition from founder-led to team-led sales.
Context:
- Current state: [I CLOSE EVERYTHING / PARTIAL TEAM IN PLACE]
- Team: [WHO IS CURRENTLY ON THE SALES TEAM]
- Current ARR: [AMOUNT]
- Average deal size: [ACV]
- What I've never written down: [PLAYBOOK GAPS]
Transition plan:
1. What to document before stepping back (the institutional knowledge only I have)
2. How to write a sales playbook from my current sales motion
3. How to shadow and train my first rep without micromanaging
4. What to hold vs. delegate (which deals stay with me?)
5. How to avoid the common failure mode where the team can't close without me
6. What metrics tell me the transition is working vs. failing
RevOps: CRM Hygiene Program
Build a CRM data quality program the sales team will actually follow
Help me build a CRM hygiene program.
Context:
- CRM: [SALESFORCE / HUBSPOT / OTHER]
- Team size: [REPS]
- Biggest data problems: [MISSING FIELDS / STALE DEALS / WRONG STAGES]
- Current enforcement: [NONE / MANAGER REVIEW / AUTOMATED]
- Reports that are broken because of bad data: [WHICH ONES]
Build a hygiene program that covers:
1. Required fields before a deal can advance stages
2. Stale deal policy (when do deals get disqualified automatically?)
3. Weekly hygiene checklist for reps (what to clean and when)
4. Manager audit process (what to check in weekly pipeline review)
5. How to automate enforcement where possible
6. How to get rep buy-in without it feeling like busywork
Output: A simple policy document I can share with the team.
RevOps: Territory Planning Framework
Design fair and productive sales territories
Help me design sales territories.
Context:
- Team size: [NUMBER OF AEs]
- Market: [GEOGRAPHIC / VERTICAL / ACCOUNT-BASED]
- Total addressable accounts: [IF KNOWN]
- Rep experience levels: [JUNIOR / MID / SENIOR MIX]
- Current territory setup: [HOW IT WORKS TODAY IF AT ALL]
- Problem I'm trying to solve: [COVERAGE / FAIRNESS / GROWTH]
Territory design covering:
1. Segmentation approach (how to carve the market)
2. Account scoring (how to value territories equally)
3. How to handle territory disputes between reps
4. How to give senior reps the accounts they deserve without demotivating junior reps
5. Carve-outs (who handles named accounts / strategic targets?)
6. How to review and refresh territories annually
Output a framework I can apply to my team this quarter.
RevOps: Sales Tech Stack Audit
Evaluate your current sales tools and find what to cut or add
Help me audit my sales tech stack.
Context:
- Current tools: [LIST TOOLS WITH WHAT EACH DOES]
- Team size: [REPS]
- Annual spend on tools: [APPROXIMATE]
- Biggest workflow gaps: [WHERE REPS STRUGGLE WITHOUT TOOLING]
- Redundancies I suspect: [TOOLS THAT OVERLAP]
Audit framework:
1. For each tool: Is it being used? Is it working? Could a different tool do this better?
2. Redundancy map (which tools do the same thing?)
3. Integration gaps (what doesn't talk to what, and does it matter?)
4. What to cut immediately (low adoption, high cost, easy to remove)
5. What to add in the next 90 days (the gap that hurts the most)
6. Total potential savings if we rationalize
Output: A one-page stack audit with a cut/keep/add recommendation for each tool.
RevOps: Conversion Rate Analysis
Diagnose where deals are falling out of your pipeline
Help me analyze conversion rates across my pipeline.
Context:
- CRM data available: [STAGES AND COUNTS I CAN SHARE]
- Stage conversion rates: [IF KNOWN — e.g. MQL to SQL: 30%, SQL to Opp: 50%]
- Average deal size: [ACV]
- Sales cycle: [DAYS]
- Win rate: [%]
- Biggest drop-off stage: [WHERE YOU LOSE THE MOST]
Analysis approach:
1. Benchmark my conversion rates against typical B2B SaaS benchmarks
2. Identify the one stage where improvement has the highest revenue impact
3. Diagnose likely root cause of drop-off at that stage
4. Suggest 3 experiments to improve conversion at that stage
5. How to measure whether the experiment is working
6. What I should tell leadership about this analysis
Output: A short diagnosis with a prioritized action plan.
RevOps: Sales and Marketing Alignment Framework
Fix the handoff between marketing-generated leads and the sales team
Help me align sales and marketing.
Context:
- Current situation: [HOW LEADS ARE GENERATED AND HANDED OFF TODAY]
- Main point of friction: [WHERE THE BREAKDOWN HAPPENS]
- Marketing's metric: [MQLs / DEMO REQUESTS / PIPELINE]
- Sales' complaint about marketing leads: [WHAT REPS SAY]
- Marketing's complaint about sales: [WHAT MARKETING SAYS]
Build an alignment framework:
1. Shared ICP definition (one document both teams sign off on)
2. Lead quality scoring criteria (what makes a lead worth calling)
3. SLA: how fast do we contact inbound leads and what happens if we don't?
4. Feedback loop: how does sales tell marketing which leads convert and why?
5. Joint metric: one number both teams are accountable to
6. Escalation: what happens when a great lead gets ignored?
Output: A one-page alignment doc I can take to a joint sales/marketing meeting.
CSM: Customer Health Score Framework
Build a health scoring model to identify at-risk accounts
Help me build a customer health score.
Context:
- Product: [WHAT YOU SELL]
- Customer base: [NUMBER OF ACCOUNTS]
- Data I can access: [USAGE DATA / SUPPORT TICKETS / NPS / BILLING]
- Average contract value: [ACV]
- Biggest churn driver: [WHAT CAUSES CUSTOMERS TO LEAVE]
Health score model:
1. Signal categories (usage, engagement, support, commercial)
2. Weight for each signal (which matter most for predicting churn?)
3. Score thresholds (red / yellow / green definitions)
4. Trigger actions (what does each health level trigger?)
5. How to present health scores to customers vs. internal use
6. How to avoid false positives (customers who look healthy but churn)
Output: A scoring rubric I can implement in my CS platform or spreadsheet.
CSM: Renewal Risk Mitigation
Identify and recover at-risk renewals before they churn
Help me manage a renewal at risk.
Context:
- Customer: [COMPANY]
- Contract end date: [DATE]
- Current health score: [RED / YELLOW]
- Why they're at risk: [LOW USAGE / CHAMPION LEFT / BUDGET CUTS / PRODUCT GAPS]
- Relationship temperature: [WARM / COOL / COLD]
- Last meaningful interaction: [DATE AND TOPIC]
Recovery plan:
1. Immediate outreach (what to say, who to say it to)
2. Discovery: what does the customer actually need right now?
3. Internal escalation (when to bring in a manager or exec)
4. What to offer to reset the relationship
5. How to talk about renewal without it feeling like a shakedown
6. The go/no-go criteria: when to let this customer churn rather than fight for it
Include specific scripts for the first conversation.
CSM: Expansion Conversation Opener
Open an expansion conversation without making it feel like a sales call
Help me start an expansion conversation with [CUSTOMER].
Context:
- Current usage: [WHAT THEY HAVE TODAY]
- Expansion opportunity: [NEW SEATS / MODULE / USE CASE / TEAM]
- Why now: [TRIGGER: GROWTH / USAGE THRESHOLD / NEW HIRE / BUSINESS CHANGE]
- Their sentiment: [HAPPY / NEUTRAL]
- Primary contact: [NAME, TITLE]
Expansion conversation approach:
1. How to open the conversation without making it feel like a sales call
2. Discovery questions to understand if they're ready to expand
3. How to connect expansion to their business outcome (not our revenue)
4. Handling "we're happy with what we have"
5. How to propose an expansion naturally vs. presenting a quote
6. Follow-up if they need time to think
Scripts for both a live call and an async email approach.
CSM: Executive Business Review Preparation
Prepare an EBR that executive sponsors will actually find valuable
Help me prepare an Executive Business Review for [CUSTOMER].
Context:
- Customer since: [DATE]
- Executive sponsor: [NAME, TITLE]
- Original goals they bought for: [WHAT THEY WANTED TO ACHIEVE]
- Results delivered: [METRICS AND OUTCOMES]
- Challenges or gaps: [HONEST ASSESSMENT]
- Upcoming renewal: [DATE]
- Expansion opportunity: [IF ANY]
EBR structure for an executive audience:
1. Opening (lead with their business goals, not product usage)
2. Results section (what have they actually achieved?)
3. Benchmark (how do they compare to similar customers?)
4. Gaps and plan (what's not working and what we're doing about it)
5. Roadmap preview (what's coming that matters to them)
6. Next 12 months (shared goals for the next contract period)
7. Renewal and expansion (positioned as partnership, not contract admin)
Tone: Executive-to-executive. Remove all product jargon.
CSM: Customer Advocacy and Reference Program
Turn happy customers into active advocates and references
Help me build a customer advocacy program.
Context:
- Number of happy customers: [APPROXIMATE]
- What I need from advocates: [REFERENCES / CASE STUDIES / REVIEWS / SPEAKING]
- What I can offer them: [RECOGNITION / EARLY ACCESS / COMMUNITY / COMP]
- Current ask process: [HOW I ASK TODAY]
Advocacy program structure:
1. How to identify the right customers to ask (timing and health signals)
2. How to make the first ask without being awkward
3. What to offer in return (make it valuable, not transactional)
4. Tiered advocacy (reference call vs. case study vs. speaking vs. logo)
5. How to make it easy for them to say yes (templates they can use)
6. How to maintain the relationship so they stay willing to advocate
7. How to track and manage your reference pool
Output: A lightweight advocacy program I can run without a dedicated team.

