20 ChatGPT Prompts for Sales Teams (Copy-Paste Ready)
Sales reps spend too much time on emails, follow-ups, and research — not selling. ChatGPT can handle the words; your job is the relationship. Here are 20 copy-paste prompts that cover every stage of the sales cycle, from first touch to closed-won.
The average sales rep spends less than a third of their day actually selling. The rest goes to writing emails, updating CRMs, researching prospects, and building decks. Most of that work doesn't require creativity — it requires consistency and speed. That's exactly where ChatGPT earns its keep. The 20 prompts below are organized by sales stage: prospecting, outreach, discovery, proposals, and post-sale expansion. Each one is role-assigned and bracket-formatted — swap the [VARIABLES], paste into ChatGPT, and you're done. Use them as a toolkit, not a script.
Section 1: Prospecting & Research
Good prospecting is about showing up informed. These four prompts cut the research time from 20 minutes to under 2 — so your reps walk into every call knowing exactly what to say.
1. Company Research Before a Call
Walk into every discovery call with a tight briefing on the company — recent news, pain points, and likely priorities — in under 60 seconds.
Act as a senior sales researcher preparing a pre-call briefing for a B2B sales rep.
Research [COMPANY NAME] in the [INDUSTRY] space and produce a concise call-prep brief.
Rep's product/service: [WHAT YOU SELL]
Meeting type: [e.g. discovery call / demo / follow-up]
Output format:
- Company snapshot (size, HQ, key markets — 2 sentences)
- Recent news or milestones worth mentioning (last 90 days)
- Likely pain points relevant to what we sell
- 2–3 conversation openers tied to their business
- Key stakeholder context if known: [NAME / ROLE or "unknown"]
- Tone: concise, factual, actionable — this is a rep's cheat sheet, not a report2. ICP Qualification Questions
Generate a sharp set of qualification questions tailored to your ICP so you stop wasting time on deals that will never close.
Act as a senior B2B sales strategist helping a rep qualify inbound leads against our ICP.
Our ideal customer profile:
- Company size: [e.g. 50–500 employees]
- Industry: [INDUSTRY]
- Role we sell to: [e.g. VP of Sales / Head of Marketing / Operations Manager]
- Problem we solve: [BRIEF DESCRIPTION]
Write 8 qualification questions organized by:
1. Budget & authority (2 questions)
2. Need & urgency (3 questions)
3. Timeline & decision process (3 questions)
Output format: numbered list. Each question should be open-ended and conversational — not a checklist. Flag which 3 are the highest priority to ask first if time is short.3. LinkedIn Connection Note
Write a connection request that gets accepted — specific enough to feel personal, short enough to actually get read.
Act as a B2B sales rep who excels at LinkedIn prospecting.
Write a LinkedIn connection request note to [PROSPECT NAME], [THEIR ROLE] at [COMPANY NAME].
Context about them: [e.g. posted about scaling their team / spoke at [CONFERENCE] / recently promoted]
What we sell: [BRIEF DESCRIPTION]
Goal of connecting: [e.g. start a conversation / mention a relevant insight / no pitch yet]
Constraints:
- Under 280 characters (LinkedIn limit)
- Reference something specific about them — no generic "I'd love to connect"
- Do NOT pitch in the connection note
- Tone: peer-to-peer, not salesy4. Cold Email Opener
Generate a first-line hook for a cold email that's specific to the prospect — the line that makes them keep reading.
Act as a copywriter specializing in cold email for B2B sales.
Write 5 personalized cold email openers (first 1–2 sentences only) for [PROSPECT NAME] at [COMPANY NAME].
Context to use:
- Recent trigger: [e.g. they raised a Series B / posted about a hiring push / announced a new product]
- Their role: [ROLE]
- Pain we address: [BRIEF DESCRIPTION]
Output format: numbered list of 5 openers. Each should:
- Reference the specific trigger naturally
- Transition toward a relevant pain point without stating it yet
- Sound like one human writing to another, not a template
- Be under 30 words eachSection 2: Cold Outreach
Cold email lives and dies by specificity. These prompts generate personalized openers, subject line variants, and follow-ups that feel written — not generated.
5. Subject Line A/B Test Generator
Generate pairs of subject lines to A/B test — curiosity-driven vs. direct — so you can find what resonates with your list.
Act as a cold email copywriter with deep experience in B2B sales.
Generate 6 subject line pairs (A/B format) for a cold email campaign targeting [TARGET ROLE] at [TARGET COMPANY TYPE].
Email topic/offer: [BRIEF DESCRIPTION OF WHAT THE EMAIL IS ABOUT]
For each pair, write:
- Version A: curiosity/pattern-interrupt style
- Version B: direct/outcome-focused style
Output format: numbered list (1A, 1B, 2A, 2B, etc.)
Constraints:
- Under 50 characters each
- No clickbait, no ALL CAPS, no emojis
- No "Quick question" or "Following up" — those are overused
- Each pair should test a different angle (pain vs. outcome vs. social proof vs. relevance)6. Follow-Up After No Reply (Day 3)
A day-3 follow-up that adds value instead of just nudging — the bump email that gets replies.
Act as a B2B sales rep following up on a cold email that got no response.
Write a follow-up email for [PROSPECT NAME] at [COMPANY NAME]. This is follow-up #1, sent 3 days after the original email.
Original email topic: [BRIEF DESCRIPTION]
New value or angle to add: [e.g. a relevant stat / a quick case study reference / a specific question]
Output format:
- Subject line: reply thread continuation (Re: [ORIGINAL SUBJECT]) or fresh hook
- Body: 3–5 sentences max
- Add one new piece of value — don't just restate the original email
- End with a low-friction CTA (e.g. a single yes/no question, not "let's hop on a call")
- Tone: confident, not apologetic for following upSection 3: Discovery & Demo
Discovery is where deals are won or lost before any proposal is sent. These prompts help you prepare sharp questions and structure demos that lead with pain — not features.
9. Discovery Call Question Bank
Generate a full set of discovery questions organized by category so you uncover the right pain points every time.
Act as a senior B2B sales coach helping a rep prepare for a discovery call.
Prospect company: [COMPANY NAME]
Their role: [PROSPECT'S ROLE]
What we sell: [PRODUCT/SERVICE]
Known context: [e.g. they came inbound via [SOURCE] / they're currently using [COMPETITOR] / they mentioned [PAIN POINT]]
Generate a discovery call question bank organized into:
1. Situation questions (3) — understand their current state
2. Problem questions (4) — surface the pain
3. Implication questions (3) — expand the impact of the pain
4. Need-payoff questions (2) — get them to articulate the value of solving it
Output: labeled sections, numbered questions. Flag the 5 highest-priority questions if time is limited to 20 minutes.Get all 20 prompts
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