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あっしゅけんじ

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30 ChatGPT Prompts That Actually Work for Sales Reps (Copy & Paste Ready)

#sales #chatgpt #productivity #ai

I've been using ChatGPT in my daily sales work for months. Here are the 30 prompts that actually made a difference — not theory, real ones I use before/after calls.

Before the Meeting

1. Research a prospect fast

I have a sales meeting with [Company Name] in the [Industry] space. They sell [product/service]. Give me 5 key business challenges they likely face and 3 questions I should ask in our meeting.
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2. Customize your opening pitch

I'm calling [Company Name] to introduce our [product/service]. Their main pain point is probably [X]. Write me a 30-second opening that hooks them in.
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3. Pre-call mindset reset

I'm about to call a prospect who is skeptical about switching from their current vendor. Give me 3 mindset tips and the single best opening line I should use.
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4. Map the buying committee

At [Company Type], who is typically involved in a purchasing decision for [product category]? What does each stakeholder care about?
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5. Find common ground

I'm meeting with [Role] at [Company]. What professional topics or industry trends would they likely care about right now?
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Handling Objections

6. "It's too expensive"

A prospect said our price is too high. Our product costs [X] and saves them approximately [Y hours/month]. Write 3 different ways I can reframe value without lowering the price.
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7. "We're happy with our current vendor"

Prospect says they're satisfied with [competitor]. Write 2 questions I can ask to open up doubt — without bashing the competitor.
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8. "Let me think about it"

Prospect said "I need to think about it." Give me 3 responses that keep the conversation alive without being pushy.
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9. "We don't have the budget right now"

Prospect mentioned budget is tight. Write a response that acknowledges their situation but plants a seed for Q[next quarter].
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10. "Can you send me more info?"

Prospect asked me to send materials instead of committing to a follow-up call. Write an email that re-engages them with a specific next step.
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Writing Proposals

11. Executive summary in minutes

Write a 150-word executive summary for a proposal to [Company]. They want to [goal]. Our solution is [X] and the key benefit is [Y].
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12. ROI calculation narrative

Turn this into a compelling ROI story: we save [X hours/month], each hour is worth [Y yen/hour], so annual savings = [Z yen]. The investment is [price].
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13. Competitor comparison section

I'm writing a proposal that will be compared against [Competitor]. Write a neutral-sounding comparison section that highlights our strengths without attacking them.
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14. Tailor to the decision maker

Rewrite this proposal section for a CFO who cares about cost reduction and risk. Original: [paste section]
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15. One-page summary version

Condense this 5-page proposal into a 1-page executive brief that a busy CEO could read in 2 minutes: [paste proposal]
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Follow-Up Messages

16. Post-meeting summary

I just had a sales meeting with [Name] at [Company]. Key points discussed: [list]. Write a follow-up email that summarizes the meeting and proposes a clear next step.
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17. Re-engage a cold lead

I haven't heard from [Name] in [X weeks]. Last we spoke about [topic]. Write a casual re-engagement message that doesn't feel like a sales push.
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18. After sending a proposal

I sent a proposal 3 days ago and haven't heard back. Write a short follow-up that creates gentle urgency without being annoying.
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19. After a "no" — keep the door open

Prospect declined. Write a graceful response that thanks them and leaves the door open for future conversations.
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20. Monthly check-in

Write a short monthly check-in message for a prospect who said "not right now." Keep it brief, add one new insight, and don't ask for a meeting directly.
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Closing

21. Trial close question

I'm in a second meeting. Write 3 trial close questions I can use to test their readiness to move forward.
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22. Create urgency without pressure

Write 2 lines I can say to create legitimate urgency based on: [upcoming price change / limited spots / quarter-end].
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23. Get commitment on next step

Prospect seems interested but noncommittal. Give me 3 ways to ask for a specific next step without sounding pushy.
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24. Handle last-minute hesitation

We're almost at the agreement stage but the prospect suddenly brought up [concern]. Write a calm, confident response that addresses it.
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25. Ask for referrals

I just closed a deal with [Client]. Write a natural way to ask for a referral that doesn't feel transactional.
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Prospecting & Research

26. Build a target prospect profile

I sell [product] to companies in [industry]. Describe my ideal customer profile: company size, job titles, pain points, and where to find them online.
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27. LinkedIn message (cold)

Write a LinkedIn connection message to a [Role] at [Company]. I want to start a conversation, not pitch immediately.
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28. Cold email sequence (3 emails)

Write a 3-email cold outreach sequence for [product] targeting [role] in [industry]. Focus on value, not features.
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29. Event-triggered outreach

[Company] just [raised funding / launched new product / hired new CRO]. Write an outreach message that uses this as a conversation opener.
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30. Weekly self-coaching prompt

Here are my sales numbers this week: [data]. What patterns do you see? What should I focus on improving next week?
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How to Use These

  • Save them in a Google Doc or Notion
  • Replace the [brackets] with your specifics
  • Don't copy the output blindly — read it, edit it, make it yours

If you found this useful, I write more AI × sales content on note (Japanese):
👉 https://note.com/kenji_ai_tips2

Follow me here on dev.to for more English content!

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