ChatGPT Prompts for Sales

Fifteen prompts covering the whole pipeline — outreach that doesn't sound like a template, discovery that uncovers real pain, and closing motions that keep deals moving.

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Outreach

Cold email from a trigger event
Write a cold email to {{name}}, {{title}} at {{company}}. Trigger: {{trigger event — funding, hire, launch, post}}. Connect the trigger to one specific problem we solve ({{problem}}), give one proof point, and ask for a 15-minute call. Under 90 words, no "I hope this finds you well," no buzzwords, subject line included.
3-touch follow-up sequence
Write a 3-email follow-up sequence for a prospect who didn't reply to my first email about {{offer}}. Email 1 (day 3): new angle, add value. Email 2 (day 7): short case study or proof point. Email 3 (day 12): polite breakup that leaves the door open. Each under 70 words, each with a subject line, none guilt-trippy.
LinkedIn connection + first message
Write a LinkedIn connection note (under 280 characters) and a first message after they accept, for {{name}} who is {{title}} at {{company}}. Reference {{something specific from their profile or posts}}. The goal of the first message is a conversation, not a pitch.
20-second voicemail script
Write a voicemail script under 20 seconds for a cold call to {{name}} at {{company}} about {{value prop}}. Say who I am, one specific reason I'm calling them, and what I'll send by email. End with my number spoken once, slowly. No "just checking in."
Revive a gone-dark deal
My deal with {{company}} went dark after {{last interaction}}. Write a re-engagement email that assumes good faith (they got busy, priorities shifted), offers one genuinely new piece of value ({{new info/feature/case study}}), and makes it easy to reply with a one-word answer. Under 80 words.

Discovery & Calls

Discovery questions for an industry
Generate 10 discovery questions for a first call with a {{title}} at a {{industry}} company evaluating {{product category}}. Mix current-state, pain-quantification, and decision-process questions. For each, note what a red-flag answer sounds like and what a strong buying signal sounds like.
Objection handling
The prospect said: "{{objection}}". Give me 3 ways to respond: one that reframes, one that asks a question to uncover the real concern, one that agrees-then-advances. For each, the exact wording I'd say on a call — conversational, not scripted-sounding. Then tell me which to lead with and why.
Demo script for a persona
Build a 20-minute demo flow of {{product}} for a {{persona}} whose top pain is {{pain}}. Structure: 2-min recap of what I heard, 3 moments that map a feature to their exact workflow, one "wow" moment early, and check-in questions between sections. Skip features they won't care about.
Call notes → CRM + next steps
Turn my raw call notes below into: 1) a clean CRM summary (situation, pain, timeline, budget signals, decision process), 2) next steps with owners and dates, 3) risks on this deal, 4) a 3-line follow-up email to the prospect confirming what we agreed. Notes:
Champion enablement email
My champion {{name}} needs to sell this internally to {{stakeholders}}. Write an email they can forward almost as-is: the business problem, what we do in one sentence, 3 quantified benefits, expected cost range framing, and answers to the 2 objections {{stakeholder role}} will raise. Written in a neutral internal voice, not vendor-speak.

Closing & Ops

Proposal executive summary
Write the executive summary for a proposal to {{company}}. Their situation: {{situation}}. Their goal: {{goal}}. Our solution: {{solution}}. Structure: their problem in their words, cost of doing nothing, our approach, expected outcomes with numbers, and why now. One page max, confident but not hypey.
Pricing negotiation prep
I'm negotiating a {{deal size}} deal with {{company}} and expect pushback on price. Prepare me: likely asks (discount, terms, scope), what to concede vs hold, trades to ask for in return (case study, multi-year, referrals), my walk-away point given {{constraints}}, and exact phrasing for holding price without souring the relationship.
Mutual action plan
Create a mutual action plan for closing {{company}} by {{target date}}. Work backwards from signature: security review, legal, procurement, executive sign-off. For each step: owner (us/them), realistic duration, and the polite-but-firm accountability message if a step slips.
Win/loss debrief questions
Write 8 win/loss interview questions for a deal we just {{won/lost}} to {{competitor/no decision}}. Questions that get past politeness to the real reasons: what triggered the evaluation, who was really deciding, where we were strongest/weakest, what nearly changed the outcome. Include a good follow-up probe for each.
Renewal / QBR prep
Prepare my renewal QBR for {{customer}}. From the usage notes below, build: 3 wins to lead with (tied to their goals), adoption gaps to address honestly, one expansion opportunity that actually fits, and how to open the renewal conversation {{months}} out. Deck-outline format. Usage notes:

How top reps get better answers from ChatGPT

  1. Feed it the prospect's own words. Paste their LinkedIn headline, a line from their 10-K, or their job post. Personalization comes from their language, not your adjectives.
  2. One email, one job. Ask for an email that does exactly one thing — book the meeting, revive the thread, confirm the next step. Multi-purpose emails die in inboxes.
  3. Make it shorter than feels safe. Always add "under 90 words" to outreach prompts. Nobody has ever complained a cold email was too short.
  4. Save what books meetings. When a sequence works, save the exact prompt with {{variables}} for the parts that change. Your library becomes your playbook.

Insert these with two keystrokes instead of copy-paste

Download the pack, import it once into PromptDock, and every prompt above is // away inside ChatGPT, Claude, Gemini and 7 more — with fill-in-the-blank {{variables}} that ask for the specifics as they insert.

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Frequently asked questions

Can ChatGPT really write good cold emails?
Yes — if you feed it specifics about the prospect and constrain the length. Generic input produces generic spam; a real trigger event plus a clear ask produces emails that get replies.
Are these prompts free?
Yes. Copy any prompt in one click, or download the pack and import it into PromptDock to insert them by typing // in ChatGPT, Claude or Gemini.
Do these work for SDRs and AEs?
Both. The Outreach folder is SDR-focused, Discovery & Calls fits AEs, and the Closing folder covers proposals through renewals.
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