25 ChatGPT Sales Prompts That Actually Close Deals (2026 Guide)

Most sales reps use AI wrong. They type “write me a cold email” into ChatGPT, copy whatever comes out, and wonder why their reply rates are still at 2%.

The problem isn’t AI. The problem is vague prompts. Garbage in, garbage out — this has always been true, and it’s doubly true when you’re using AI to write sales copy that needs to sound human, be specific to your prospect, and actually earn a reply.

This guide fixes that. You’ll get 25 battle-tested ChatGPT sales prompts — organized by stage of the sales process — with real examples of how to customize them so they don’t sound like every other AI-generated pitch landing in your prospect’s inbox.

Whether you’re doing outbound cold email, LinkedIn prospecting, follow-ups, or closing calls, there’s a prompt here for every step of your pipeline.

Why Most Salespeople Use AI Wrong (And How to Fix It)

Here’s the dirty truth about AI for sales: the tool isn’t the differentiator. Your prompt is.

Top-performing sales reps treat ChatGPT like a highly skilled junior writer who knows nothing about their prospect, industry, or deal context — because that’s exactly what it is. They feed it specifics. They give it a persona. They tell it what NOT to do.

The anatomy of a great sales prompt:

•        Role: Tell ChatGPT who it’s being (e.g., “You are an enterprise B2B sales rep”)

•        Context: Give it your prospect’s details — company, role, pain point, recent trigger

•        Constraint: Tell it what to avoid (jargon, long paragraphs, fake urgency)

•        Output format: Specify length, tone, and structure

Every prompt in this list is built on this framework. Copy them, customize the brackets, and see the difference yourself.

Cold Outreach Prompts: Get Replies from Strangers

Cold outreach is where most AI-generated sales copy falls apart. Generic openers, feature dumps, weak CTAs. Use these prompts to write cold emails that feel personal — even at scale.

Prompt #1: The Trigger-Based Cold Email

Best for: When your prospect just had a trigger event (new job, funding round, product launch, hiring surge)

“You are a B2B SaaS sales rep at [Your Company]. Write a cold email to [Prospect Name], [Title] at [Company], who just [trigger event: e.g., raised a $20M Series A / joined the company 3 months ago / posted a job for 10 new SDRs]. Our product helps [one-line value prop]. The email should be under 100 words, have a subject line under 8 words, open with a reference to the trigger event in the first sentence, and end with a single soft CTA asking for a 15-minute call. Avoid buzzwords like 'synergy' or 'leverage'. Sound human and direct.

💡 Pro tip: Plug in a real trigger from LinkedIn, Crunchbase, or Google News for maximum personalization.

Prompt #2: The Problem-First Cold Email

Best for: Targeting prospects in industries with a known, specific pain point

"Write a cold outreach email to [Title] at [Industry] companies. The email should open by naming the #1 frustration people in this role face when [specific scenario]. Then position [Your Product] as the fix in one sentence. Include one specific stat or proof point: [Insert stat]. End with a yes/no question CTA. Keep the entire email under 120 words. No fluff, no generic opener like 'I hope this finds you well.'”

💡 Pro tip: Yes/no CTAs consistently outperform open-ended ones like “are you free sometime?” because they lower the cognitive load for the prospect.

Prompt #3: The Social Proof Cold Email

Best for: When you have a recognizable customer name in the same industry

“Write a cold email that leads with social proof. Mention that [Similar Company] used [Your Product] to achieve [specific result: e.g., reduce sales cycle by 30%, increase reply rates by 3x]. Then make the connection to [Prospect Company] in one sentence. Keep it under 90 words, use a conversational tone, and end with “Would it make sense to show you how we did this for [Similar Company]?””

Prompt #4: The LinkedIn Connection Request Note

Best for: LinkedIn outreach — you have 300 characters, use them well

“Write a LinkedIn connection request note (under 300 characters) to [Title] at [Company]. I want to connect because [specific reason: mutual connection / shared interest / their recent post / their company’s news]. The note should not pitch anything. It should sound like a real human reaching out to network, not a sales person. Do not use the word 'synergy', 'opportunity', or 'exciting’.”

Prompt #5: Subject Line Generator

Best for: A/B testing different subject lines before sending at scale

“Generate 10 cold email subject lines for an outreach campaign targeting [Title] at [Industry] companies. My product is [brief description]. Each subject line should be: under 8 words, avoid clickbait, feel personal (not like a mass email), and create curiosity or identify a pain point without overselling. Format as a numbered list. Include at least 2 question-based subject lines and 2 that reference a specific business scenario.”

Follow-Up & Nurture Prompts: Stay in the Conversation

80% of sales require 5+ follow-ups. Most reps give up after 2. These prompts help you stay persistent without being annoying — each follow-up should add value, not just ask if they’ve had time to read your last email.

Prompt #6: The Value-Add Follow-Up

Best for: Following up 3-5 days after your cold email with no reply

“Write a follow-up email to [Prospect Name] who didn’t reply to my initial cold email 4 days ago. Instead of asking if they saw my last email, this follow-up should: share one genuinely useful piece of content (a stat, an insight, or a quick tip) relevant to [their industry/role], connect it loosely to what we do, and end with a low-commitment CTA. Keep it under 80 words. The tone should feel like a colleague sharing something useful, not a sales rep chasing a reply.”

💡 Pro tip: Find the “useful insight” by asking ChatGPT: “What’s one surprising stat about [industry] that a [title] would find genuinely useful in 2026?” Run that first, then use the answer in this prompt.

Prompt #7: The Breakup Email

Best for: Final follow-up after 4-5 no replies — counterintuitively, these often get the highest reply rates

“Write a “breakup email” — the final follow-up in a sequence to [Prospect Name] after they haven’t replied to 4 previous emails. The email should: be under 60 words, be completely non-salesy and low pressure, signal that this is the last email I’ll send, leave the door open if their timing changes, and end with a “just say no” CTA that actually makes it easy to reply. Tone: human, respectful, slightly self-aware.”

Prompt #8: Re-Engagement After a Dead Deal

Best for: Reviving a prospect who went dark after initial interest

“Write a re-engagement email to [Prospect Name] who showed interest in [Your Product] [X months ago] but then went quiet. Don’t reference the old conversation directly or make them feel guilty for going dark. Instead: mention something that has changed since we last spoke (new feature, new customer win, relevant industry news), tie it to their likely current situation, and ask if it’s worth reconnecting. Keep it under 100 words.”

Prompt #9: Multi-Touchpoint Sequence Builder

Best for: Building a full 5-step email sequence at once

“Create a 5-email outreach sequence targeting [Title] at [Industry] companies. My product is [brief description] and the main value prop is [one line]. Sequence structure: Email 1 (Day 1): Cold intro with trigger hook. Email 2 (Day 4): Value-add with relevant insight. Email 3 (Day 8): Case study or social proof. Email 4 (Day 14): Different angle or new pain point. Email 5 (Day 21): Breakup email. Each email should be under 100 words, have its own subject line, and assume the previous emails were not replied to.”

Objection Handling Prompts: Turn No Into Not Yet

The best salespeople treat objections as requests for more information. These prompts help you prepare responses to the objections you’ll actually hear — so you’re never caught flat-footed on a call.

Prompt #10: “We Already Have a Solution” Objection

“I’m a sales rep for [Your Product]. A prospect just said “we already use [Competitor]” when I pitched our product. Write 3 different responses I can use in a live call: one that asks a diagnostic question, one that uses a specific differentiator ([insert your key differentiator]), and one that plants a seed of doubt by identifying a common limitation of [Competitor] without being disrespectful. Each response should be 2-3 sentences max and feel conversational, not scripted.”

Prompt #11: “It’s Too Expensive” Objection

“A prospect on a sales call just said our price is too high. Our product costs [Price] and the main ROI it delivers is [specific measurable ROI]. Write 3 different reframes I can use: one that reframes cost as ROI with a specific calculation, one that reduces risk (trial, phased rollout, guarantee), and one that uncovers whether price is the real objection or a proxy for something else. Keep each under 3 sentences.”

Prompt #12: “Not the Right Time” Objection

“A prospect said “the timing isn’t right” and suggested reconnecting in [X months]. Write 2 responses: one to use in the live call to understand if timing is real or an avoidance objection, and one email to send immediately after the call to keep the relationship warm and set up the future conversation. Both should be professional, not pushy, and include a specific next action.”

Prompt #13: Pre-Call Objection Prep

“I have a discovery call with [Title] at [Company] tomorrow. Their company profile: [brief description of what they do, size, likely challenges]. List the 5 most likely objections I’ll face during the call and write a 2-3 sentence response to each. Base the objections on what is commonly said by [Title] when evaluating [type of product/solution].”

LinkedIn Prospecting Prompts: Turn Profile Views into Pipeline

LinkedIn prospecting in 2026 is less about InMail blasts and more about strategic engagement. Use these prompts to build genuine touchpoints before you pitch.

Prompt #14: LinkedIn DM After Engaging with a Post

“I commented on a LinkedIn post by [Prospect Name] about [topic of their post]. Now I want to send them a DM to start a conversation. Write a LinkedIn DM that: references their post specifically in a genuine way (not sycophantic), transitions naturally to why I’m reaching out, and does NOT pitch anything in the first message. End with an open question that invites a reply. Under 100 words.”

Prompt #15: LinkedIn Profile Research Before a Call

“Here is the LinkedIn profile summary for my prospect: [paste their About section, headline, recent posts]. Analyze this and give me: (1) their likely top 3 professional priorities right now, (2) any pain points I can infer from their posts or role, (3) 3 conversation openers I can use that show I’ve done my research, and (4) 2 risks or sensitivities I should avoid bringing up on the call.”

Prompt #16: LinkedIn Post to Attract Inbound Prospects

“Write a LinkedIn post I can publish as a sales professional at [Your Company]. The goal is to attract [Ideal Customer Profile] to engage with me organically. The post should: share a counter-intuitive insight or hot take about [industry/challenge], use a hook in the first line that stops scrolling, include a real-feeling story or example, and end with a question that prompts comments. Format for LinkedIn (short paragraphs, white space). 150-200 words. Do NOT mention my product.”

Discovery & Sales Presentation Prompts: From Conversation to Close

Getting a prospect to agree to a call is just the beginning. These prompts help you prepare killer discovery questions, craft compelling demos, and nail your presentation.

Prompt #17: Discovery Call Question Generator

“Generate 12 discovery call questions for a sales rep selling [Your Product] to [Title] at [Industry] companies. Questions should follow the SPIN Selling framework: 3 Situation questions (current state), 3 Problem questions (pain points), 3 Implication questions (consequences of the problem), and 3 Need-Payoff questions (value of solving it). Make the questions open-ended and conversational, not interrogative.”

💡 Pro tip: SPIN Selling (Situation, Problem, Implication, Need-Payoff) is one of the most proven sales methodologies. These prompts surface the prospect’s own pain rather than you telling them they have a problem.

Prompt #18: Personalized Demo Script

“Write a 15-minute demo script for [Your Product] for a prospect who told me in the discovery call that their main problem is [specific problem stated in their words]. The demo should: open by recapping their stated pain in their own language, show only the 3 features most relevant to solving that specific pain, include one WOW moment (a feature that surprises people), and end with a clear next step. Write it as a spoken script with transition lines between sections.”

Prompt #19: Post-Call Summary Email

“Write a post-call follow-up email to [Prospect Name] after our [discovery / demo] call. Key points discussed: [bullet the main pain points and what they said]. What they liked about our product: [notes]. Next steps agreed: [what was agreed]. The email should: confirm alignment on pain and solution, restate their words back to them (not mine), summarize next steps clearly, and feel warm and specific — not like a template. Under 150 words.”

Prompt #20: Competitive Battle Card

“Create a competitive battle card comparing [Your Product] vs [Competitor]. Format: 3 areas where we win and why, 3 areas where they win and our honest response, 5 discovery questions to ask that surface our strengths and expose their weaknesses, and 3 trap questions competitors use against us and how to respond. This is for internal sales use — be direct and don’t sugarcoat.”

Closing Prompts: Accelerate Decisions Without Pressure

The best closes don’t feel like closes. They feel like helping the prospect make a decision they already want to make. These prompts help you write proposals, mutual action plans, and closing emails that move deals forward.

Prompt #21: Executive Proposal Summary

“Write a one-page executive summary for a proposal I’m sending to [Prospect Company]. Their main problem: [pain point]. Our proposed solution: [what we’re offering and at what price]. Key ROI: [expected outcome with numbers]. Format: Business Problem, Proposed Solution, Expected Outcomes, Investment Required, Next Steps. Tone: executive-level, no fluff. This will be read by a [C-Suite title] who has 2 minutes to decide if they want to read the full proposal.”

Prompt #22: Mutual Success Plan (Shared Action Plan)

“Create a Mutual Success Plan for closing a deal with [Prospect Company]. The deal involves: [brief deal context, timeline, stakeholders]. The plan should include: shared goals and success metrics, milestones from now to contract signing, actions required from both sides with owners and deadlines, and risk factors with mitigation. Format as a clean table or structured list. This will be shared with the prospect to create joint ownership of the timeline.”

Prompt #23: Closing Email with Urgency (Non-Pushy)

“Write a closing email for a deal with [Prospect Name] that creates genuine urgency without being pushy. The real reason for urgency is: [legitimate reason: end of quarter pricing, implementation slots, a competitor they’re also evaluating, a feature rollout timeline]. The email should: reference our conversations, remind them of the outcome they said they wanted, and make the urgency feel like it’s in their interest — not mine. Under 120 words.”

Prompt #24: Reference Request After a Win

“Write a message to a happy customer ([Name] at [Company]) asking them to be a reference for a prospect we’re currently closing. The prospect is in a [similar/different] industry. The message should: express genuine appreciation for [specific thing they achieved with our product], explain the reference context clearly, make the ask feel easy (e.g., a 15-min call or a written quote), and give them an out if they’re not comfortable. Warm and professional tone.”

Prompt #25: Win/Loss Analysis After a Closed Deal

“Help me analyze a [won/lost] deal with [Prospect Company]. Deal context: [size, industry, sales cycle length, key stakeholders, main competitor]. What I know about why we [won/lost]: [notes from final call or feedback]. Generate: (1) 3 key reasons we [won/lost], (2) what I should do differently next time, (3) questions I should have asked earlier in the process to see this coming, and (4) a pattern I should watch for in similar deals going forward.”

How to Customize These Prompts for Your Sales Process

A prompt you copy-paste without customizing is half as effective as one you make your own. Here’s how to upgrade any prompt in this list:

1.     Add your product’s actual differentiators. Don’t let ChatGPT invent them. You know your product better.

2.     Include your prospect’s exact words. Paste in quotes from their emails, LinkedIn, or discovery calls.

3.     Specify tone by giving an example. Add “Write in the tone of this email I sent that got a 40% reply rate: [example]”

4.     Tell it what to avoid. “Do not use the words opportunity, excited, or synergy” is one of the highest-ROI additions to any prompt.

5.     Iterate. Run the prompt, read the output, and ask ChatGPT to “make version 2 that’s 30% shorter and more direct.” Never settle for the first draft.

Access 652+ Role-Based AI Prompts (Free)

The 25 prompts in this guide are just the beginning. The BuildFastWithAI Prompt Library includes 652+ professionally crafted AI prompts across 40+ roles — including an entire Sales category with prompts for SDRs, Account Executives, Sales Managers, and Enterprise Sales Specialists.

Every prompt in the library is:

•        Ready to copy-paste and customize

•        Built for a specific sales role and workflow stage

•        Updated regularly as AI models and best practices evolve

➡ Browse the free prompt library

FAQ: ChatGPT Sales Prompts

What are the best ChatGPT prompts for cold email sales?

The best cold email prompts give ChatGPT a specific role, a named prospect with context, a clear constraint on length, and explicit instructions on what to avoid. Trigger-based prompts (referencing a prospect’s recent news or post) consistently outperform generic “write me a cold email” requests because they force specificity.

Can AI replace sales copywriters?

Not yet — and probably not in the way most people think. AI is a powerful first-draft engine and ideation tool, but the best sales copy still requires a human who knows the prospect, the competitive landscape, and the nuances of the deal. AI handles speed. You provide judgment.

How do I make AI-generated sales emails sound less like AI?

Three moves:

(1) Give it your prospect’s actual words from their own posts or emails.

(2) Tell it to avoid the phrases you’ve seen in generic AI output (“hope this finds you well”, “exciting opportunity”).

(3) After generating, edit the first and last sentence yourself — those are where AI sounds most robotic.

What is the difference between AI prompts for sales and regular ChatGPT use?

Regular ChatGPT use is open-ended (“help me write a sales email”). Sales-optimized prompts are structured — they include role, context, constraints, and a specific output format. The difference in output quality is significant: structured prompts produce emails you can use with minimal editing; vague prompts produce generic copy that wastes your time.

Are these prompts compatible with Claude, Gemini, and other AI tools?

Yes. While these prompts are written for ChatGPT, they work well with Claude, Gemini, and Perplexity with minimal adjustments. The core principles — specificity, role assignment, constraints, output format — apply across all major AI models.

How many AI prompts does a sales rep actually need?

Most sales reps need 8-12 core prompts they’ve customized and tested for their specific context. Build a personal prompt bank starting with the stages where you spend the most time: usually cold outreach and follow-ups. Expand from there based on where deals get stuck.