Skip to main content
๐Ÿ› ๏ธ ToolsPilot

100 ChatGPT Prompts for Sales [Free Templates]

ยท๐Ÿ“– 18 min readยทToolsPilot TeamยทGeneral

100 ChatGPT Prompts for Sales [Free Templates]

You stare at the ChatGPT box. You type "write me a sales email." You get generic garbage. The problem isn't ChatGPT โ€” it's your prompts. Great sales prompts are specific, customer-centric, and results-driven. I've curated 100 battle-tested prompts across 10 categories. Copy, paste, close deals.

Cold Outreach Prompts (10)

1. LinkedIn Connection Request

Write a LinkedIn connection request message to [prospect name] at [company].
Purpose: [what you sell / partnership / networking].
Mutual connection: [if applicable].
Length: 300 characters max.
Tone: personalized, value-first, not salesy.

2. Cold Email โ€” Problem-Agitate-Solve

Write a cold email using the PAS framework to [prospect name] at [company].
Problem: [pain point they likely have].
Agitation: [consequences of not solving it].
Solution: [how your product helps].
Length: 125 words.
Tone: empathetic, confident, brief.

3. Cold Email โ€” Value-First

Write a cold email leading with value to [prospect name] at [company].
Value offer: [free resource / insight / benchmark].
Connection to your solution: subtle.
Length: 100 words.
Tone: helpful, not salesy, generous.

4. LinkedIn InMail

Write a LinkedIn InMail to [prospect name] about [your product/service].
Include: personalized opening, relevant observation, value prop, soft CTA.
Length: 150 words.
Tone: professional, personalized, brief.

5. Phone Cold Call Opening

Write a cold call opening script for calling [prospect name] at [company].
Include: introduction, reason for calling (value-focused), question to engage.
Length: 30 seconds spoken.
Tone: confident, brief, curiosity-driven.

6. Referral Introduction Email

Write an email introducing yourself via [referrer name] to [prospect name].
Include: referrer mention, why they connected you, value prop, CTA.
Length: 100 words.
Tone: warm, credible, brief.

7. Event Follow-Up Cold Email

Write a cold email following up after meeting at [event name].
Include: what you discussed, value prop, next step.
Length: 100 words.
Tone: warm, relevant, action-oriented.

8. Trigger-Based Outreach

Write a cold email triggered by [company event โ€” funding, hiring, expansion].
Include: acknowledgment of event, relevant insight, how you can help.
Length: 125 words.
Tone: timely, helpful, not opportunistic.

9. Multi-Touch Sequence (3 emails)

Create a 3-touch cold email sequence for [prospect name] at [company].
Email 1: Initial outreach (value-first).
Email 2: Day 3 โ€” social proof / case study.
Email 3: Day 7 โ€” breakup email.
Each: 75-100 words.

10. Vertical-Specific Cold Email

Write a cold email for [industry] companies about [your product/service].
Include: industry-specific pain point, relevant case study, CTA.
Length: 125 words.
Tone: industry-knowledgeable, credible, specific.
## Follow-Up Prompts (10)

### 11. Post-Meeting Follow-Up

Write a follow-up email after a sales meeting with [prospect name]. Meeting context: [what was discussed]. Include: thank you, key points recap, next steps, timeline. Length: 100-150 words. Tone: professional, organized, action-oriented.


### 12. Proposal Follow-Up

Write a follow-up email [days] after sending a proposal to [prospect name]. Include: check-in, highlight key value, address potential concerns, CTA. Length: 100 words. Tone: helpful, not pushy, confident.


### 13. No-Response Follow-Up

Write a follow-up email for a prospect who hasn't responded to [previous outreach]. Include: brief re-engagement, new value angle, easy CTA. Length: 75 words. Tone: helpful, not desperate, value-first.


### 14. Demo Follow-Up

Write a follow-up email after a product demo for [prospect name]. Include: demo recap, personalized next steps, resources, CTA. Length: 150 words. Tone: enthusiastic, specific, action-oriented.


### 15. Trial Follow-Up

Write a follow-up email for a prospect on a [product] free trial. Trial stage: [day X of Y]. Include: check-in, tips, feature highlight, support offer. Length: 100 words. Tone: helpful, encouraging, not pushy.


### 16. Re-engagement Email

Write a re-engagement email for a cold prospect [timeframe] ago. Include: new value proposition, relevant update, easy re-engagement. Length: 100 words. Tone: fresh, helpful, not desperate.


### 17. Event/Content Follow-Up

Write a follow-up email sharing [webinar/whitepaper/case study] with a prospect. Include: resource link, key takeaway, connection to their challenge, CTA. Length: 100 words. Tone: helpful, value-first, brief.


### 18. Quarterly Business Review Invite

Write an invitation for a quarterly business review with client [name]. Include: agenda, value of meeting, time options, preparation needed. Length: 100 words. Tone: professional, partnership-focused, brief.


### 19. Referral Request Follow-Up

Write a follow-up email asking a happy customer for referrals. Include: gratitude, who you help next, easy referral method. Length: 100 words. Tone: genuine, not pushy, value-first.


### 20. Breakup Email

Write a breakup email for a prospect who hasn't responded to [number] outreach attempts. Include: acknowledgment, leaving door open, final value offer. Length: 75 words. Tone: gracious, brief, professional.

Objection Handling Prompts (10)

21. Price Too High

Write a response to the objection: "Your price is too high."
Include: empathy, value reframing, ROI demonstration, comparison to cost of inaction.
Tone: confident, value-focused, not defensive.
Length: 100 words.

22. Happy with Current Solution

Write a response to: "We're happy with our current [competitor] solution."
Include: acknowledgment, curiosity about their experience, differentiation, low-risk trial.
Tone: respectful, curious, not competitive.
Length: 100 words.

23. Need to Think About It

Write a response to: "I need to think about it."
Include: understanding, specific questions to help decide, timeline, next step.
Tone: patient, helpful, specific.
Length: 100 words.

24. Need to Talk to Boss

Write a response to: "I need to talk to my boss/partner/team."
Include: understanding, materials to help them present, offer to join conversation, timeline.
Tone: supportive, empowering, helpful.
Length: 100 words.

25. Bad Experience with Similar Product

Write a response to: "I had a bad experience with a similar product."
Include: empathy, acknowledgment of industry issue, your differences, risk reversal.
Tone: understanding, credible, reassuring.
Length: 125 words.

26. Not the Right Time

Write a response to: "This isn't the right time."
Include: understanding, timing insight, what they'll miss by waiting, flexible options.
Tone: patient, informative, not pushy.
Length: 100 words.

27. Competitor Is Cheaper

Write a response to: "[Competitor] is cheaper."
Include: value comparison, total cost of ownership, what they sacrifice for lower price, ROI.
Tone: confident, factual, not defensive.
Length: 125 words.

28. No Budget

Write a response to: "We don't have budget for this."
Include: understanding, creative solutions (phased, ROI-based), what inaction costs.
Tone: empathetic, solution-oriented, realistic.
Length: 100 words.

29. Too Complex

Write a response to: "This seems too complex to implement."
Include: acknowledgment, implementation support, success stories, timeline reassurance.
Tone: reassuring, practical, confidence-building.
Length: 100 words.

30. No Authority

Write a response to: "I don't have authority to make this decision."
Include: understanding, who to involve, materials for them, offer to present.
Tone: supportive, empowering, specific.
Length: 100 words.
## Proposal Prompts (10)

### 31. Custom Proposal Template

Create a proposal template for [product/service] to [prospect company]. Include: executive summary, problem statement, solution, pricing, timeline, case study, CTA. Tone: professional, value-focused, specific to their needs. Length: 2-3 pages.


### 32. Executive Summary

Write an executive summary for a proposal to [company] about [product/service]. Include: their challenge, your solution, expected outcomes, investment, timeline. Length: 200 words. Tone: executive-level, concise, compelling.


### 33. ROI Analysis

Create an ROI analysis for [product/service] for [company]. Include: current costs, projected savings, implementation cost, payback period, 3-year ROI. Format: clear numbers, visual-friendly. Tone: data-driven, compelling, specific.


### 34. Case Study for Proposal

Write a case study for inclusion in a proposal to [prospect company]. Similar client: [industry/company type]. Include: challenge, solution, results, metrics. Length: 200 words. Tone: relevant, results-focused, credible.


### 35. Pricing Page Copy

Write pricing page copy for [product/service] tiers. Include: tier names, what's included, ideal customer, CTA for each. Tone: clear, value-focused, comparison-friendly.


### 36. Implementation Timeline

Create an implementation timeline for [product/service] at [company]. Include: phases, milestones, responsibilities, dependencies, go-live date. Format: week-by-week or phase-by-phase. Tone: organized, realistic, confidence-building.


### 37. Comparison Proposal (vs Competitor)

Write a comparison section for a proposal against [competitor]. Include: feature comparison, your advantages, total value, migration support. Tone: factual, confident, not negative. Length: 200 words.


### 38. Pilot Program Proposal

Write a proposal for a pilot program of [product/service] at [company]. Include: scope, success criteria, timeline, cost, full deployment path. Tone: low-risk, evidence-based, strategic. Length: 200 words.


### 39. Renewal Proposal

Write a renewal proposal for existing client [name]. Include: results achieved, new features, pricing, multi-year options. Tone: partnership-focused, value-reinforcing, forward-looking. Length: 200 words.


### 40. RFP Response

Write an RFP response section for [specific requirement] in [RFP name]. Include: your approach, relevant experience, team qualifications, timeline. Tone: compliant, specific, confident.

Discovery Call Prompts (10)

41. Discovery Call Opening

Write a discovery call opening script for [prospect name] at [company].
Include: thank them, agenda overview, time commitment, first question.
Length: 1 minute spoken.
Tone: professional, organized, curious.

42. Pain Point Discovery Questions

Generate 10 discovery questions to uncover pain points for [product/service] in [industry].
Include: current process, challenges, impact, budget, timeline, decision process.
Tone: curious, open-ended, non-leading.

43. Current State Assessment

Write a current state assessment script for a discovery call.
Include: questions about current tools, processes, team, metrics, frustrations.
Tone: consultative, thorough, non-judgmental.

44. Decision Process Questions

Write questions to understand the prospect's decision-making process.
Include: stakeholders, timeline, budget, criteria, competition.
Tone: professional, specific, respectful.

45. Success Vision Questions

Write questions to help prospect envision success with your solution.
Include: ideal outcome, metrics that matter, timeline, what "great" looks like.
Tone: inspiring, specific, forward-looking.

46. Discovery Call Closing

Write a discovery call closing script.
Include: recap key points, confirm next steps, set timeline, thank them.
Length: 1 minute spoken.
Tone: organized, professional, action-oriented.

47. Post-Discovery Summary Email

Write a summary email after a discovery call with [prospect name].
Include: what you learned, their priorities, proposed next steps, timeline.
Length: 200 words.
Tone: thorough, organized, action-oriented.

48. Qualification Questions

Write qualification questions for a discovery call (BANT framework).
Include: Budget, Authority, Need, Timeline.
Tone: professional, specific, respectful.

49. Stakeholder Mapping Questions

Write questions to map the prospect's organization and stakeholders.
Include: who's involved, who's champion, who's blocker, decision process.
Tone: curious, strategic, non-threatening.

50. Competitive Landscape Questions

Write questions to understand the competitive landscape.
Include: alternatives considered, evaluation criteria, timeline, deal-breakers.
Tone: curious, non-competitive, strategic.
## Demo Scripts (10)

### 51. Demo Opening

Write a demo opening script for [product] to [prospect name] at [company]. Include: thank them, agenda, time, customization preview, first question. Length: 2 minutes. Tone: confident, personalized, organized.


### 52. Feature Walkthrough

Write a feature walkthrough script for [feature] in [product]. Include: what it does, why it matters, how it solves their specific problem, live demo. Tone: clear, benefit-focused, customer-centric. Length: 3-5 minutes.


### 53. Demo Storytelling

Write a demo narrative for [product] told through a customer story. Include: similar company, their challenge, how they used [product], results. Tone: relatable, results-focused, inspiring. Length: 5 minutes.


### 54. Live Q&A Handling

Write responses to these common demo questions:

  1. "How does this compare to [competitor]?"
  2. "What's the implementation timeline?"
  3. "Can this integrate with [existing tool]?" Tone: confident, specific, honest.

### 55. Demo Closing

Write a demo closing script. Include: recap key features, confirm fit, next steps, timeline, CTA. Length: 2 minutes. Tone: confident, action-oriented, warm.


### 56. Custom Demo Script

Write a demo script customized for [company] based on their [specific needs]. Include: their pain points mapped to features, ROI projection, implementation plan. Tone: personalized, value-focused, confident. Length: 30 minutes.


### 57. Technical Demo Script

Write a technical demo script for [product] targeting [technical audience]. Include: architecture, API, integrations, security, performance. Tone: technical, precise, confident. Length: 45 minutes.


### 58. Executive Demo Script

Write an executive-level demo script for [product]. Include: business value, ROI, competitive advantage, strategic alignment. Length: 15-20 minutes. Tone: high-level, strategic, confident.


### 59. Post-Demo Action Items

Write a post-demo email with action items for [prospect name]. Include: demo recap, resources, next steps, timeline, CTA. Length: 150 words. Tone: organized, action-oriented, confident.


### 60. Demo Failure Recovery

Write a recovery script when a demo fails ([technical issue / poor fit revealed). Include: acknowledge, pivot, alternative value, next steps. Tone: calm, professional, solution-focused.

Negotiation Prompts (10)

61. Initial Offer Framing

Write an initial offer framing for [product/service] to [prospect].
Include: value justification, investment framing, what's included, ROI.
Tone: confident, value-focused, not apologetic.
Length: 150 words.

62. Discount Justification

Write a response justifying your pricing when asked for a discount.
Include: value breakdown, what they get, cost of alternatives, risk of cutting corners.
Tone: confident, factual, not defensive.
Length: 100 words.

63. Terms Negotiation

Write a negotiation script for [payment terms / contract length / SLA].
Include: your standard terms, flexibility options, what you need in return.
Tone: collaborative, firm, creative.

64. Concession Strategy

Write a concession strategy for a deal stuck on [specific issue].
Include: what you can concede, what you need in return, timeline, alternatives.
Tone: strategic, generous but balanced.

65. Multi-Year Deal Pitch

Write a pitch for a multi-year deal with [company].
Include: volume discount, stability benefits, roadmap access, partnership perks.
Tone: strategic, mutual benefit, long-term focused.
Length: 150 words.

66. Competitive Negotiation

Write a negotiation response when prospect is comparing to [competitor].
Include: differentiation, value beyond price, risk of choosing solely on price.
Tone: confident, factual, not negative.
Length: 125 words.

67. Legal/Contract Terms

Write a response to legal objections about contract terms.
Include: flexibility, industry standard, risk mitigation, willingness to discuss.
Tone: professional, reasonable, partnership-focused.

68. Final Offer Email

Write a final offer email for a deal nearing close.
Include: recap value, final terms, expiration, clear CTA.
Length: 100 words.
Tone: confident, decisive, professional.

69. Procurement Negotiation

Write a negotiation script for procurement teams.
Include: volume pricing, payment terms, SLA, support levels.
Tone: professional, flexible, value-focused.

70. Walk-Away Strategy

Write a walk-away script when deal terms are unfavorable.
Include: respect, reason, what would change your mind, door open.
Tone: professional, firm, dignified.
Length: 100 words.
## Closing Prompts (10)

### 71. Assumptive Close

Write an assumptive close script for [product/service] with [prospect]. Include: "When we get started..." framing, next steps, timeline. Tone: confident, natural, not pushy. Length: 50 words.


### 72. Summary Close

Write a summary close recapping all value points for [prospect]. Include: problems solved, benefits agreed, timeline, investment. Tone: comprehensive, confident, action-oriented. Length: 100 words.


### 73. Urgency Close

Write a close that creates legitimate urgency. Include: time-sensitive offer, what they lose by waiting, easy next step. Tone: urgent but honest, not manipulative. Length: 75 words.


### 74. Question Close

Write a closing question sequence to guide prospect to decision. Include: qualifying questions that lead to "yes." Tone: consultative, natural, confident.


### 75. Alternative Close

Write an alternative close offering two options. Include: Option A, Option B, recommendation, easy choice. Tone: helpful, specific, not manipulative. Length: 75 words.


### 76. Testimonial Close

Write a close using customer testimonials. Include: similar customer story, results, "you'll see the same." Tone: credible, relatable, confident. Length: 100 words.


### 77. Risk-Reversal Close

Write a close with risk reversal (guarantee / trial / pilot). Include: what they get, zero risk, easy out, confidence in results. Tone: confident, generous, risk-free. Length: 100 words.


### 78. Timeline Close

Write a close based on implementation timeline. Include: when they'll see results, what they're missing by waiting, start date. Tone: specific, forward-looking, action-oriented. Length: 75 words.


### 79. Now-or-Never Close

Write a now-or-near-close for [limited-time offer]. Include: special offer details, expiration, what they get, easy decision. Tone: exciting, genuine urgency, not manipulative. Length: 75 words.


### 80. Referral Close

Write a close that leverages mutual connections. Include: shared connections, network value, partnership opportunity. Tone: warm, credible, relationship-focused. Length: 75 words.

Pipeline Prompts (10)

81. Pipeline Review Template

Create a pipeline review template for [sales stage] deals.
Include: deal value, stage, next steps, probability, blockers, forecast.
Format: table or CRM fields.

82. Lead Scoring Criteria

Create lead scoring criteria for [product/service].
Include: demographic fit, behavioral signals, engagement level, budget indicators.
Format: scoring model with point values.

83. Pipeline Forecasting

Write a pipeline forecasting email for [month/quarter].
Include: deals by stage, expected closes, at-risk deals, confidence level.
Tone: data-driven, transparent, strategic.
Length: 200 words.

84. Deal Health Check

Create a deal health check for [prospect name] deal.
Include: engagement level, stakeholder buy-in, timeline, competition, risk factors.
Tone: analytical, honest, strategic.

85. Account Plan Template

Create an account plan template for [company].
Include: company overview, key stakeholders, pain points, opportunities, strategy, timeline.
Tone: strategic, comprehensive, actionable.

86. Territory Plan

Create a territory plan for [region/segment].
Include: target accounts, outreach strategy, activity goals, revenue targets.
Tone: organized, data-driven, ambitious.

87. Win/Loss Analysis

Write a win/loss analysis template.
Include: deal details, why we won/lost, competitive factors, process improvement.
Tone: honest, data-driven, improvement-focused.

88. Pipeline Stage Definitions

Define pipeline stages for [product/service] sales process.
Include: stage name, entry criteria, exit criteria, activities, probability.
Format: clear, actionable, CRM-ready.

89. Activity Tracking Template

Create an activity tracking template for sales reps.
Include: calls, emails, meetings, demos, proposals, by day/week.
Format: simple, trackable, motivational.

90. Quarterly Business Review Deck

Create a QBR deck outline for [client/territory].
Include: results, pipeline, wins, challenges, strategy, asks.
Length: [slides] slides.
Tone: professional, data-driven, forward-looking.
## Post-Sale Prompts (10)

### 91. Onboarding Welcome Email

Write a post-sale onboarding welcome email for [company]. Include: next steps, what to expect, key contacts, resources, timeline. Tone: exciting, organized, supportive. Length: 150 words.


### 92. Success Check-In

Write a success check-in email [days] after onboarding. Include: how's it going, early wins, support offer, feedback request. Tone: caring, helpful, brief. Length: 100 words.


### 93. Upsell Opportunity Email

Write an upsell email to [company] about [premium feature/add-on]. Include: usage data showing value, next-level benefits, limited-time offer. Tone: helpful, data-driven, not pushy. Length: 150 words.


### 94. Renewal Preparation Email

Write a renewal preparation email [days] before contract renewal. Include: results recap, renewal terms, new features, easy renewal process. Tone: partnership-focused, value-reinforcing, organized. Length: 150 words.


### 95. Case Study Request

Write a case study request email for a successful client [company]. Include: their results, why their story matters, time commitment, incentive. Tone: genuine, appreciative, brief. Length: 100 words.


### 96. Referral Request

Write a referral request email for a satisfied customer. Include: gratitude, who you help next, easy referral method, incentive. Tone: genuine, not pushy, value-first. Length: 100 words.


### 97. Expansion Pitch

Write an expansion pitch for [company] to add [new department/use case]. Include: current success, expansion opportunity, additional value, easy next step. Tone: strategic, partnership-focused, data-driven. Length: 150 words.


### 98. Customer Advisory Board Invite

Write an invitation to join a customer advisory board. Include: what it is, time commitment, benefits, exclusivity. Tone: exclusive, appreciative, strategic. Length: 100 words.


### 99. Product Feedback Request

Write a product feedback request for [feature/product area]. Include: what you're exploring, their input matters, incentive, timeline. Tone: genuine, collaborative, brief. Length: 100 words.


### 100. Loyalty Program Introduction

Write an introduction to a loyalty program for [company]. Include: benefits, tiers, how to earn, exclusive perks. Tone: exciting, rewarding, exclusive. Length: 150 words.

How to Use These Prompts

  1. Copy the prompt โ€” Don't modify the structure
  2. Fill in the brackets โ€” Replace [placeholders] with your specifics
  3. Customize the output โ€” Edit for your product, market, and style
  4. Test and iterate โ€” Try variations, see what converts
  5. Save your best versions โ€” Build your own prompt library

Pro Tips

  • Personalize everything โ€” Generic sales messages get ignored
  • Lead with value โ€” "How can I help?" beats "Here's what I sell"
  • Be specific โ€” Numbers, names, and details build credibility
  • Follow up strategically โ€” Persistence wins, but spam loses
  • Know your buyer โ€” Different personas need different approaches

Get more prompts with our AI Marketing Prompts or explore 179 Best Free Online Tools for sales tech.

Related Articles

๐Ÿ“Š Reading Stats

Words

3,509

Reading Time

๐Ÿ“– 18 min

Published

Aug 16, 2026