13 ChatGPT Prompts for Sales That Close More Deals

Reading Time: 10 minutes

Sales reps spend an average of a fifth of their day writing emails. That’s over 90 minutes each workday crafting messages, following up with prospects, and handling objections.

ChatGPT changed this. With the right prompts, you can generate personalized outreach in seconds instead of minutes. The problem is that most salespeople waste that time savings searching for the prompt they need, copying it from a document, pasting it into ChatGPT, and then customizing the variables every single time.

This guide shows you the 13 most effective ChatGPT prompts for sales and how to access them instantly when you need them.

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Why most sales teams struggle with ChatGPT prompts

ChatGPT is powerful, but only if you can access your best prompts when you need them. The typical workflow looks like this: open your prompt library document, scroll through dozens of prompts, copy the right one, switch to ChatGPT, paste it, manually replace the variables with prospect information, generate the output, then copy that back to your email or CRM.

This six-step process turns a 30-second task into a three-minute interruption. Multiply that across dozens of daily uses by your entire sales team, and you’re burning hours searching for and customizing prompts instead of talking to customers.

The solution is reducing the steps between needing a prompt and using it. TextExpander is a text expansion tool that stores your prompts as shortcuts with fillable fields. Type an abbreviation like ;;coldemail in an LLM like ChatGPT, and the full prompt appears with fields for prospect name, company, pain point, and other variables. Expand the prompt and you’re done.

This eliminates searching and manual editing. You’re not hunting through documents or copying and pasting from files—just type your shortcut, fill in the fields, and you have your customized prompt ready for ChatGPT.

Important: These are template prompts. For best results, customize them with your specific product details, industry terminology, and unique value propositions before using them with prospects.

Cold outreach prompts that get responses

Cold emails have a 1-5% response rate on average. The difference between a 1% and 5% response rate is personalization and relevance. These prompts help you create cold outreach that prospects actually respond to.

Personalized cold email based on trigger event

This prompt creates cold emails that reference specific events at the prospect’s company, making your outreach timely and relevant.

Prompt: Write a 100-word cold email to [prospect name] at [company] about [your product/service]. They recently [trigger event: funding round/new hire/product launch/expansion]. Focus on how [specific benefit] helps companies in the [industry] who are [specific situation]. Include a clear question that encourages a reply. Tone: conversational and confident, not salesy.

Why this works: Referencing a recent event shows you’ve done research. The prompt structure keeps the focus narrow and actionable rather than listing every feature you offer.

Value-first cold outreach

Instead of asking for a meeting immediately, this prompt offers something valuable upfront.

Prompt: Create a cold email to [prospect name], [title] at [company]. Offer them [specific resource: case study/benchmark data/free audit] that addresses [specific pain point] in [industry]. Explain what they’ll learn in one sentence. End by asking if they want the resource, not if they want a meeting. Keep it under 80 words.

Why this works: Leads with value instead of a calendar link. The short length respects the prospect’s time and increases read rates.

Follow-up prompts that re-engage cold prospects

It takes an average of 8 touchpoints to get an initial meeting with a new prospect, but 44% of sales reps give up after just one follow-up attempt. These follow-up prompts help you stay persistent without being pushy.

The pattern interrupt follow-up

This prompt breaks through inbox noise by taking an unexpected approach.

Prompt: Write a brief follow-up email to [prospect name] who hasn’t responded to two previous emails about [solution]. Start with “I’m guessing one of three things is true:” then list three possible reasons they haven’t responded. Make the third reason slightly humorous. End by asking which one it is. Maximum 60 words.

Why this works: Shows self-awareness and humor. The multiple-choice format makes it easy to respond with a single word or number.

Watch it in action below:

Value-add follow-up

Re-engage prospects by sharing something useful instead of just checking in.

Prompt: Create a follow-up email to [prospect name] at [company]. Reference our previous conversation about [specific topic]. Share a relevant insight: [recent industry news/data point/case study result] that affects [their situation]. Connect it to [specific outcome] they mentioned wanting. Ask one specific question about their timeline or priority. Under 100 words.

Why this works: Provides new information instead of repeating the same ask. Proves you’re paying attention to their industry and priorities.

Want these prompts ready to use right now? Try TextExpander free for 30 days and get instant access to all 13 prompts configured with fillable fields.

Discovery and qualification prompts

The best salespeople ask questions that uncover real problems. These prompts help you prepare questions that lead to meaningful conversations.

Tailored discovery questions

Generate questions that are specific to your prospect’s situation instead of using the same list for everyone.

Prompt: Create 8 discovery questions for a sales call with [prospect name], [title] at [company] in the [industry] industry. They’re currently using [competitor/existing solution]. Focus questions on: their decision criteria, timeline, budget process, stakeholders involved, and what success looks like. Make questions open-ended. Avoid yes/no questions.

Why this works: Questions are customized to the prospect’s context. Open-ended format encourages detailed responses that reveal opportunities.

Pain point deep dive

Get prospects to articulate the cost of not solving their problem.

Prompt: Generate 5 follow-up questions to ask after a prospect mentions [specific pain point]. Questions should quantify the impact on [revenue/time/resources], identify who else is affected, understand what they’ve tried before, and explore the consequences of not solving this. End with a question about their ideal timeline.

Why this works: Moves beyond surface-level symptoms to understand the actual business impact. Creates urgency by exploring consequences.

Objection handling prompts

Every objection is a buying signal in disguise. These prompts help you respond thoughtfully instead of defensively. Learn more objection handling strategies to complement these prompts.

Price objection response

Reframe pricing conversations around value and ROI.

Prompt: Write a response to a prospect who said [specific price objection]. Acknowledge their concern. Then explain the ROI using [specific metrics/outcomes] based on [typical customer results]. Include a comparison: the cost of [your solution] versus the cost of [continuing with their current approach]. Ask what specific ROI would justify the investment for them. Tone: consultative, not defensive. 120 words max.

Why this works: Validates the concern before addressing it. Shifts focus from cost to value and outcome.

Not the right time objection

Turn timing objections into future opportunities.

Prompt: Create a response to [prospect name] who said “not the right time” for [solution]. Acknowledge timing is important. Ask what would need to change for this to become a priority. Offer to: check back at a specific future date, share relevant updates in the meantime, or provide resources they can review when ready. Ask which option works best. Keep it under 80 words.

Why this works: Respects their timeline while keeping the conversation alive. Offers multiple low-pressure ways to stay connected.

Deal acceleration prompts

Move stalled deals forward by creating urgency and clarity around next steps.

Champion enablement

Help your internal champion sell your solution to their team.

Prompt: Create an email to [champion name] at [company] who needs to present [solution] to [decision maker/committee]. Provide a one-paragraph executive summary explaining [key benefit] and [ROI]. Include 3-4 bullet points addressing likely questions about [common objections]. Offer to join the conversation or provide additional materials. End by confirming when they plan to present. Under 150 words.

Why this works: Gives your champion ready-made talking points. Anticipates and addresses concerns before they become blockers.

Proposal follow-up

Re-engage prospects after sending a proposal without sounding desperate.

Prompt: Write a follow-up email about the proposal sent to [prospect name] on [date]. Acknowledge they’re likely reviewing multiple options. Highlight the 2-3 most important points from the proposal based on [their stated priorities]. Ask one specific question about [specific section/concern] to restart the conversation. Include your availability for a quick call. Maximum 90 words.

Why this works: Demonstrates you understand their buying process. Makes it easy to respond by asking about one specific element.

These prompts work even better when you can access them in 2 seconds instead of 2 minutes. See how top sales teams use TextExpander to close more deals.

Post-sale and expansion prompts

The sale doesn’t end at signature. These prompts help you expand accounts and generate referrals.

Check-in with expansion opportunity

Turn customer success into upsell conversations.

Prompt: Create a check-in email to [customer name] who’s been using [product/feature] for [timeframe]. Reference [specific result/metric] they’ve achieved. Mention [additional feature/expansion opportunity] that could help them [next level outcome]. Ask if they’d like to see how [specific customers] used this to achieve [result]. Tone: helpful, not salesy. Under 100 words.

Why this works: Celebrates their success before introducing expansion. Frames upsell as a natural next step, not a separate sale.

Referral request

Get warm introductions from happy customers.

Prompt: Write an email to [customer name] requesting referrals. Acknowledge the success they’ve had with [specific outcomes]. Explain you work with other [job titles] in [industry] facing [similar challenges]. Ask if they know anyone who might benefit from similar results. Make it easy by asking for an introduction rather than contact info. Maximum 75 words.

Why this works: Ties referral request to their specific results. Asking for an introduction is easier than asking for contact information.

Competitive intelligence prompts

Understand your competition and position against them effectively.

Competitive differentiation

Create clear, honest comparisons when prospects are evaluating multiple vendors.

Prompt: Create talking points comparing [your solution] to [competitor] for [prospect company]. Be honest about where [competitor] might be stronger. Focus differentiation on [specific capabilities] that matter most for [prospect’s stated priority]. Include 2-3 customer examples where [your advantage] made a measurable difference. Ask which factors matter most to their evaluation. Conversational tone, not a feature dump.

Why this works: Honesty builds credibility. Focuses on outcomes that matter to this specific buyer instead of generic feature lists.

Ready to stop copying and pasting prompts? Start your free trial and have all 13 prompts at your fingertips.

How to access these prompts instantly

Having great prompts doesn’t matter if you can’t access them quickly. The workflow gap between knowing what to write and actually writing it kills momentum.

Sales reps spend 31% of their time searching for or creating content—that’s over 2 hours per day that could be spent closing deals. When you’re constantly hunting for the right prompt, editing variables, and switching between documents, those minutes add up fast.

The answer is treating prompts like the valuable assets they are. When you can type a short abbreviation and have your full prompt appear with fillable fields for prospect information, you eliminate the searching and manual editing. Type ;;coldemail and your complete personalized cold outreach prompt appears with fields for name, company, pain point, and other variables you fill in before pasting to ChatGPT.

Without TextExpander | With TextExpander
Open prompt document | Type ;;coldemail in ChatGPT
Search for right prompt | Fill in 7 fields
Copy prompt text | Expand the snippet
Switch to ChatGPT | Done
Paste prompt |
Manually edit variables |
Generate in ChatGPT |
Time: 2-3 minutes | Time: 30 seconds

This approach works because it removes decision fatigue. You’re not choosing between prompts or trying to remember which document has your best follow-up template. You type the shortcut, fill in the prospect details, and move forward.

When your best prompts are this accessible, you actually use them. The prompts that used to sit in a document gathering dust become tools in your daily workflow.

Building your sales prompt library

Start with the 13 prompts in this guide, then add your own as you discover what works. You’ll need to set up each prompt as a snippet with the appropriate fillable fields, but once configured, they’re instantly accessible wherever you’re working: Gmail, Outlook, Salesforce, HubSpot, LinkedIn, or anywhere else you have sales conversations.

Effective prompt management means version control matters. When you discover a prompt variation that gets better results, you want to update it once and have that improvement available everywhere immediately. No hunting through multiple documents or spreadsheets to make the change in six different places.

The best sales teams share their highest-performing prompts across the entire organization. When your top performer discovers a follow-up sequence that significantly improves response rates, that knowledge should propagate to the entire team immediately, not sit in one person’s document.

Learn more about creating effective sales email templates that your whole team can use.

Real results from sales teams

TextExpander really threads a needle for us. It allows us to be both more efficient, and more personal with our customers. By using TextExpander to repeat common directions or explanations, we save an hour a day for each team member.

— Todd Curtis, Chief Customer Officer, You Need a Budget

Stop wasting time searching for prompts

ChatGPT transforms how sales teams work, but only if your best prompts are quickly accessible. The difference between having a prompt library and having a prompt management system is the difference between knowing what works and actually using what works.

Start by implementing these 13 prompts in your daily workflow. Track which ones generate the best responses and refine them based on what you learn. Then focus on reducing the steps between thinking “I should use this prompt” and actually having it ready to paste into ChatGPT.

Your prompts should work as hard as you do. When they’re quickly accessible with pre-configured fillable fields, you’ll spend less time managing text and more time closing deals.

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