What's Inside
Most salespeople paste a lazy one-liner into ChatGPT and wonder why the output reads like a corporate spam generator. The difference is in how you prompt. Every prompt below uses a role → context → task → constraints structure that forces the AI to think before it writes. Use them as-is or tweak the bracketed variables for your industry.
1Cold Outreach & First Touch
Cold emails live or die in the first line. These prompts are designed to generate outreach that leads with relevance, not pitch. Each one forces the AI to research the prospect's context before writing a single word of copy.
1.1 — Personalised Cold Email (B2B)
Cold EmailB2B
You are an elite B2B sales copywriter who specialises in cold outreach with a 40%+ open rate.
CONTEXT:
- My company: [YOUR COMPANY] — we help [TARGET PERSONA] achieve [KEY OUTCOME]
- Prospect: [PROSPECT NAME], [TITLE] at [COMPANY]
- Their likely pain point: [PAIN POINT]
- Something specific about them: [RECENT NEWS / LINKEDIN POST / COMPANY ANNOUNCEMENT]
TASK:
Write a cold email (under 120 words) that:
1. Opens with a specific, non-flattery observation about their company or role
1. Connects that observation to a pain point they likely feel
1. Positions my solution as the bridge — without a product pitch
1. Ends with a low-friction CTA (not “book a call”)
CONSTRAINTS:
- No buzzwords: “synergy,” “leverage,” “cutting-edge,” “game-changer” are banned
- Subject line must be lowercase, under 6 words, and curiosity-driven
- Write at a Grade 8 reading level
- No bullet points — short paragraphs only
Tip: Feed in a real LinkedIn post URL or recent earnings call talking point for the [SOMETHING SPECIFIC] field. The more real the context, the less it reads like AI.
1.2 — LinkedIn Connection Request + First Message
LinkedInSocial Selling
You are a LinkedIn social selling strategist for [INDUSTRY] sales professionals.
CONTEXT:
- I sell [PRODUCT/SERVICE] to [TARGET PERSONA]
- This prospect is a [THEIR TITLE] at [THEIR COMPANY]
- We share: [COMMON GROUND — mutual connection, group, event, content topic]
TASK:
Write two things:
1. A LinkedIn connection request (under 280 characters) that references our common ground — no selling
1. A follow-up message to send 2 days after they accept — transition from common ground to a genuine question about a challenge they likely face, seeding interest without pitching
CONSTRAINTS:
- Connection request must feel like a human wrote it on mobile
- Follow-up must ask exactly ONE question — no multi-part asks
- Zero product mentions in either message
- Conversational tone — no “I hope this message finds you well”
1.3 — Cold Call Opening Script
Cold CallPhone
You are a cold calling coach who trains SDRs at high-growth B2B companies.
CONTEXT:
- I’m calling [PROSPECT NAME], [TITLE] at [COMPANY]
- My opening has to survive the first 8 seconds or they hang up
- My product: [WHAT YOU SELL — one sentence]
- Reason for calling: [TRIGGER EVENT — new hire, funding round, expansion, tech change]
TASK:
Write 3 variations of a cold call opening (under 30 seconds each) using these frameworks:
1. Permission-based opener (“I know I’m calling out of the blue…”)
1. Trigger-event opener (reference the specific event)
1. Problem-first opener (lead with a stat or pain point)
For each, include:
- The exact words to say in the first 8 seconds
- One qualifying question to ask if they don’t hang up
- A graceful exit line if they say “not interested”
CONSTRAINTS:
- Spoken language, not written — use contractions, natural pauses
- No corporate jargon
- Each opener must be under 45 words
1.4 — Warm Intro Request Email
Warm IntroReferral
You are a relationship-focused sales professional who understands that warm introductions convert 5x better than cold outreach.
CONTEXT:
- I want an intro to [TARGET PERSON, TITLE, COMPANY]
- I’m asking [MUTUAL CONNECTION NAME] for this intro
- My relationship with the mutual connection: [HOW YOU KNOW THEM]
- Why the intro makes sense: [WHAT VALUE YOU BRING TO THE TARGET]
TASK:
Write a short email to my mutual connection asking them to introduce me. Include:
1. A brief, genuine acknowledgement of my relationship with them
1. A clear, one-sentence explanation of why I want to meet the target
1. A pre-written forwardable blurb they can paste directly (under 60 words) so the ask is effortless for them
CONSTRAINTS:
- Total email under 150 words
- The forwardable blurb must stand alone — no “as I mentioned above”
- Tone: respectful of their time, not presumptuous
- Include a line that gives them an easy out (“No pressure at all if the timing isn’t right”)
1.5 — Multi-Channel Outreach Sequence Planner
SequenceMulti-Channel
You are an outbound sales strategist who designs multi-touch prospecting sequences.
CONTEXT:
- Target persona: [TITLE / ROLE]
- Industry: [INDUSTRY]
- Product: [ONE-LINE DESCRIPTION]
- Available channels: Email, LinkedIn, Phone
- Sequence length: 14 days
TASK:
Design a 7-touch outreach sequence across all three channels. For each touch, provide:
1. Day number and channel
1. The strategic purpose of that touch (e.g., “pattern interrupt,” “social proof,” “create urgency”)
1. A headline-level summary of the message (one sentence)
1. The full message copy, ready to use
CONSTRAINTS:
- No more than 3 emails in the sequence
- At least 2 LinkedIn touches (1 engagement, 1 DM)
- At least 1 phone attempt with a voicemail script
- Each message must build on the last — no repeating the same pitch
- Final touch must be a “breakup” message that closes the loop gracefully
Want 50+ more outreach prompts — with industry-specific versions?
The full Sales & Outreach Prompt Pack includes ready-to-deploy prompt sets for SaaS, professional services, agencies, and e-commerce.
Browse the Sales Prompt Pack →2Discovery Calls & Qualification
Discovery is where deals are won or lost. These prompts help you prep smarter, ask better questions, and walk out of every call with a clear picture of fit, urgency, and next steps.
2.1 — Pre-Call Research Brief
DiscoveryResearch
You are a sales intelligence analyst preparing a rep for a discovery call.
CONTEXT:
- Prospect company: [COMPANY NAME]
- Industry: [INDUSTRY]
- Prospect’s role: [TITLE]
- My product solves: [PROBLEM STATEMENT]
TASK:
Build a pre-call research brief that includes:
1. Company snapshot — what they do, size, recent trajectory (use publicly available knowledge)
1. Three likely business priorities for someone in this role at this type of company
1. Two potential pain points my product could address, with a hypothesis for each
1. Three discovery questions designed to validate or invalidate those hypotheses
1. One insight or talking point I can use to demonstrate I’ve done my homework
OUTPUT FORMAT:
Use short paragraphs, not bullets. I want to read this in 2 minutes before the call — write it like a briefing memo, not a list.
2.2 — Discovery Question Generator (MEDDPICC)
DiscoveryMEDDPICC
You are a sales methodology expert specialising in MEDDPICC qualification.
CONTEXT:
- I’m selling [PRODUCT/SERVICE] to [COMPANY TYPE]
- Deal size: [APPROXIMATE VALUE]
- I’m meeting with: [PROSPECT TITLE]
- Current stage: First discovery call
TASK:
Generate 2 discovery questions for each MEDDPICC component:
- Metrics: What they measure success by
- Economic Buyer: Who controls budget
- Decision Criteria: How they’ll evaluate
- Decision Process: Steps to a signed deal
- Paper Process: Legal/procurement logistics
- Implicate the Pain: Make the cost of inaction real
- Champion: Who’s selling internally for us
- Competition: Who else they’re looking at
CONSTRAINTS:
- Questions must sound natural, not like a checklist
- Include a brief note on WHEN in the conversation to ask each one
- No yes/no questions — all open-ended
- Write questions I can actually say out loud, not read from a script
2.3 — Post-Call Summary & Next Steps
DiscoveryCRM
You are a sales ops analyst who writes concise, action-oriented call summaries.
## CONTEXT:
Here are my raw notes from a discovery call:
## [PASTE YOUR RAW NOTES HERE]
TASK:
Transform these notes into a structured call summary with:
1. Deal snapshot (company, contact, deal size estimate, stage)
1. Key findings — the 3-5 most important things learned, written as statements of fact
1. Qualification status — based on the notes, rate this deal as Strong / Moderate / Weak and explain why in one sentence
1. Risks and gaps — what do we still not know? What could kill this deal?
1. Recommended next steps — exactly what to do, by when, and who owns it
1. Follow-up email draft — a short email to the prospect confirming what was discussed and the agreed next step
CONSTRAINTS:
- Entire summary under 300 words (excluding the follow-up email)
- Write in present tense, active voice
- No filler — every sentence must contain actionable information
Pro tip: Record your calls (with consent) and paste the transcript directly into prompt 2.3. AI is significantly better at extracting insights from raw transcripts than from your memory of the conversation.
3Objection Handling
Objections aren't rejections — they're requests for better information. These prompts help you prepare responses that acknowledge the concern, reframe the conversation, and move the deal forward.
3.1 — Objection Response Playbook Builder
ObjectionsPlaybook
You are a sales enablement director building an objection-handling playbook for a B2B sales team.
CONTEXT:
- We sell [PRODUCT/SERVICE] to [TARGET PERSONA]
- Price range: [PRICE RANGE]
- Top 5 objections we hear most:
1. [OBJECTION 1 — e.g., “It’s too expensive”]
1. [OBJECTION 2 — e.g., “We already use [COMPETITOR]”]
1. [OBJECTION 3 — e.g., “We need to think about it”]
1. [OBJECTION 4 — e.g., “Now isn’t the right time”]
1. [OBJECTION 5 — e.g., “I need to run this by my team”]
TASK:
For each objection, provide:
1. What the prospect is really saying (the underlying concern)
1. A response using the Acknowledge → Question → Reframe model
1. A follow-up question that re-engages the conversation
1. A real-world proof point or case study angle to support the reframe
CONSTRAINTS:
- Responses must be conversational — something a human would actually say on a call
- No defensive or combative language
- Each response under 80 words
- Include a “what NOT to say” warning for each objection
3.2 — Price Objection Email Response
ObjectionPricing
You are a senior account executive who has closed $10M+ in annual revenue and is skilled at reframing pricing conversations.
CONTEXT:
- The prospect said: “[PASTE THEIR EXACT OBJECTION — e.g., ‘Your price is 30% higher than the other vendor’]”
- My product’s key differentiator: [DIFFERENTIATOR]
- Their stated business goal: [WHAT THEY TOLD YOU THEY WANT TO ACHIEVE]
- Our price: [PRICE] vs competitor: [COMPETITOR PRICE] (if known)
TASK:
Write a reply email that:
1. Validates their concern without apologising for the price
1. Reframes the conversation around total cost of ownership or value delivered
1. Uses their own stated goal to show why cheaper ≠ better for their situation
1. Ends with a specific next step — not “let me know your thoughts”
CONSTRAINTS:
- Under 180 words
- No discounting or “let me see what I can do on price” — hold the line
- No generic ROI claims — use specifics from THEIR context
- Subject line should reframe, not react (e.g., not “RE: Pricing concern”)
3.3 — Competitor Comparison Battle Card
CompetitiveBattle Card
You are a competitive intelligence analyst supporting a B2B sales team.
CONTEXT:
- My product: [YOUR PRODUCT — one paragraph description]
- Competitor: [COMPETITOR NAME — one paragraph description]
- Our strengths vs them: [LIST 2-3]
- Their strengths vs us: [LIST 2-3]
- The prospect cares most about: [TOP PRIORITY]
TASK:
Create a one-page battle card with:
1. Positioning statement — how to frame us vs them in one sentence
1. Three talk tracks — specific things to say when the competitor comes up
1. Landmines to plant — questions to ask early that expose the competitor’s weaknesses
1. Traps to avoid — questions THEY might plant that favour the competitor, and how to handle them
1. Proof points — what evidence or case studies to reference
CONSTRAINTS:
- Honest and factual — never disparage the competitor
- Written for a salesperson to skim in 60 seconds before a call
- Focus on the prospect’s priority, not a feature-by-feature comparison
- Each talk track under 50 words
Building out your team's full AI playbook?
Our prompt packs come with editable templates, variable guides, and industry-specific versions — ready for your CRM, Notion, or sales enablement platform.
See All Prompt Packs →4Follow-Up Sequences
80% of deals require 5+ follow-ups, but most reps stop at 2. These prompts generate follow-ups that add value at every touch — not just "circling back" into the void.
4.1 — Value-Add Follow-Up After No Response
Follow-UpGhosted
You are a sales engagement specialist who revives stalled conversations without being pushy.
CONTEXT:
- I last contacted [PROSPECT NAME] on [DATE] about [TOPIC]
- They haven’t replied to [NUMBER] follow-ups
- Their original pain point was: [PAIN POINT]
- Industry: [INDUSTRY]
TASK:
Write 3 follow-up emails, each using a different re-engagement strategy:
1. Value-first: Share a relevant insight, stat, or resource related to their pain point — no ask
1. Pattern interrupt: Short, unexpected, slightly playful — break the pattern of corporate follow-ups
1. Breakup email: Graceful close-the-loop message that uses loss aversion without guilt-tripping
CONSTRAINTS:
- Each email under 80 words
- No “just checking in,” “circling back,” or “bumping this to the top”
- Subject lines must be short and curiosity-driven
- The breakup email must leave the door open without desperation
4.2 — Post-Demo Follow-Up
Follow-UpPost-Demo
You are a sales professional who writes follow-up emails that move deals forward, not just summarise what happened.
CONTEXT:
- I just demoed [PRODUCT] to [PROSPECT NAME and TITLE] at [COMPANY]
- Key pain points they mentioned: [LIST THEM]
- Features they were most excited about: [LIST THEM]
- Their concerns: [ANY HESITATIONS]
- Agreed next step in the call: [WHAT WAS AGREED]
TASK:
Write a follow-up email that:
1. Reinforces the 1-2 moments in the demo where they showed the most engagement
1. Addresses their top concern proactively — don’t wait for them to raise it again
1. Makes the next step concrete and easy (include a specific date/time suggestion)
1. Includes a one-sentence “internal champion” blurb — a line they could forward to their boss to explain why this matters
CONSTRAINTS:
- Under 200 words
- No “Thanks for your time today” opening — start with substance
- The champion blurb should stand alone — no context needed
- Subject line: action-oriented, not “Great meeting today”
4.3 — Re-Engage Lost Deals
Win-BackClosed-Lost
You are a strategic account manager who specialises in re-opening closed-lost opportunities.
CONTEXT:
- Prospect: [COMPANY NAME], [CONTACT NAME AND TITLE]
- We lost this deal [TIMEFRAME] ago
- Reason we lost: [REASON — e.g., went with competitor, budget freeze, timing]
- What’s changed since: [ANY PRODUCT UPDATES, MARKET SHIFTS, OR NEW INTEL]
TASK:
Write a re-engagement email that:
1. Acknowledges the previous outcome without awkwardness
1. Leads with what’s changed — either on our side, in the market, or in their situation
1. Provides a specific, tangible reason to re-evaluate (not “just wanted to reconnect”)
1. Proposes a low-commitment next step
CONSTRAINTS:
- Under 130 words
- No “I know you went with [competitor]” negativity
- Tone: confident and helpful, not desperate
- Must feel like it was written specifically for them, not a mass blast
5Closing & Negotiation
The close isn't a single moment — it's the result of every interaction before it. These prompts help you navigate final-stage conversations with confidence, from proposal emails to negotiation prep.
5.1 — Proposal Email with Executive Summary
ClosingProposal
You are a senior sales executive who writes proposal cover emails that make it easy for prospects to say yes.
CONTEXT:
- Prospect: [NAME, TITLE, COMPANY]
- Solution proposed: [WHAT YOU’RE PROPOSING]
- Investment: [PRICE / PRICING MODEL]
- Key business outcomes: [2-3 OUTCOMES THEY CARE ABOUT]
- Decision timeline: [WHEN THEY SAID THEY’D DECIDE]
- Other stakeholders involved: [WHO ELSE NEEDS TO APPROVE]
TASK:
Write the proposal cover email that:
1. Opens with the business outcome, not the product
1. Includes a 3-sentence executive summary that any C-level could read and understand the value
1. Sets expectations on timeline and next steps
1. Makes it easy for the champion to forward to other stakeholders
CONSTRAINTS:
- Under 200 words
- The executive summary must work as a standalone paragraph
- No “please find attached” — frame the proposal as the logical next step
- Include one specific, calendar-ready next step
5.2 — Negotiation Prep Playbook
NegotiationStrategy
You are a negotiation strategist who has trained Fortune 500 sales teams.
CONTEXT:
- Deal size: [VALUE]
- Our list price: [PRICE]
- Floor price (absolute minimum): [FLOOR]
- Prospect’s likely ask: [WHAT DISCOUNT/CONCESSION YOU EXPECT THEM TO REQUEST]
- Our leverage: [WHAT MAKES US STRONG — e.g., no real competitor, champion loves us, urgent timeline]
- Their leverage: [WHAT MAKES THEM STRONG — e.g., large logo, multi-year potential, other vendors in play]
TASK:
Build a negotiation playbook covering:
1. Opening position — what to propose first and why
1. Concession strategy — what to give up (and in what order) if pressed
1. Trade-offs — for every concession, what to ask for in return
1. Walk-away triggers — specific signals that the deal isn’t worth doing
1. Three phrases to use — exact language for holding the line on price while keeping the relationship warm
CONSTRAINTS:
- Written as tactical advice, not theory
- Each section under 60 words
- Assume procurement will push back — prepare for that specifically
- Include a “good/better/best” packaging option if a price reduction is unavoidable
5.3 — Mutual Action Plan Generator
ClosingAction Plan
You are a deal management specialist who helps sales teams close complex B2B deals on time.
CONTEXT:
- Target close date: [DATE]
- Key stakeholders on their side: [LIST WITH ROLES]
- Steps remaining: [e.g., legal review, security assessment, board approval, procurement]
- Known blockers: [ANYTHING THAT COULD SLOW THIS DOWN]
- Our champion: [NAME AND ROLE]
TASK:
Create a mutual action plan (sometimes called a “mutual close plan”) that includes:
1. Every remaining step between now and close, with responsible owner and target date
1. Working backward from the target close date, flag any steps with tight timelines
1. A risk section — what could delay the deal, and a mitigation for each
1. A short email I can send to the champion presenting this plan as “here’s how we make sure you’re live by [DATE]”
CONSTRAINTS:
- Present the plan as a table (Step / Owner / Target Date / Status)
- Email under 120 words
- Frame the plan as helping THEM hit their go-live goal — not us hitting our quota
- Be realistic about timeline — flag if the dates feel too aggressive
These 25 prompts are just the starting point.
Every week we publish a new prompt database — covering marketing, strategy, customer success, hiring, and more. Subscribe so you don't miss the next one.
Get Weekly Prompt Drops →How to Get the Most From These Prompts
Every prompt in this database follows a Role → Context → Task → Constraints framework. The reason this matters is that LLMs perform dramatically better when you give them a persona to inhabit, real context to work with, a specific task to complete, and guardrails to stay within. Remove any of those four layers and the output quality drops fast.
The single biggest improvement you can make is in the context layer. The more specific and real the information you feed in — actual company names, real pain points, genuine trigger events — the less the output reads like it was written by AI. Treat the bracketed variables not as optional fields but as the engine of the whole prompt.
One final note: these prompts work across ChatGPT, Claude, Gemini, and most other LLMs. You may get slightly different tonal outputs depending on the model, but the structural quality will hold because the prompt itself is doing the heavy lifting, not the model.
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