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Section VI · Subject Matter

Sales prompts

Prompts for cold outreach, discovery calls, objection handling, follow-ups, and proposals that move deals forward.

§ Overview

Selling is mostly writing and talking under time pressure, which is exactly where a good prompt earns its keep. The prompts in this category cover the full motion: a pain-led cold email built around a specific prospect, a discovery call question list that digs for real problems instead of leading the witness, objection replies for the three you'll hear most ('you're too expensive,' 'not the right time,' 'we're going with a competitor'), and the unglamorous follow-up work — multi-touch sequences, post-call recaps, and re-engaging a lead who went dark months ago.

AI is genuinely useful here for getting past the blank page and for pressure-testing tone. It's good at drafting three subject-line variants, turning messy discovery notes into a structured proposal, or giving you a value-anchored talk-track so you don't reflexively discount on a price call. What it can't do is know your prospect. The model will happily invent a pain point or a flattering detail, so treat every draft as a first pass that you fact-check against your CRM and what the buyer actually told you.

The rep who wins isn't the one with the slickest template — it's the one whose message sounds like it was written by a person who did their homework. Use these to move faster, then make them specific.

§ Field Notes

What makes a good sales prompt

A strong sales prompt forces specificity. Instead of 'write a cold email,' it asks you to name the prospect's role, the trigger event, the single pain you're addressing, and the one action you want them to take. The best ones also constrain length and ban filler — no 'I hope this finds you well,' no feature dumps — because brevity is what gets a reply.

It should also leave room for your voice and your facts. Prompts that demand placeholders for real numbers, real customer wins, and a real next step produce drafts you can actually send. Vague prompts produce vague email that prospects have learned to ignore.

§ Pro Tips

Get sharper results

  • 01Feed the model real context — the prospect's title, company, recent news, and the exact line they used in their last reply — rather than asking for a generic template you'll have to rewrite anyway.
  • 02For objection handling, give the AI the prospect's actual words and your real pricing, then ask for a reply that asks a question back instead of just defending. The goal is to keep the conversation open, not to win the email.
  • 03When generating a follow-up sequence, tell it to make each touch deliver something new — a resource, a relevant case study, a fresh angle — so the cadence doesn't read as five 'just bumping this' nudges.
  • 04Always strip out invented details before sending. If the draft references a metric or a win you didn't supply, the model made it up; delete it or replace it with something true.
§ FAQ

Common questions

Will AI-written cold emails just sound like spam?

They will if you accept the first generic draft. The fix is input: give the model a specific prospect, a specific trigger, and one specific pain, and it'll produce something far more targeted. The emails that sound like spam are the ones written with no real context — by humans or machines.

Can I trust AI to handle a price objection?

Use it to draft the structure and the value framing, not to make the call. A good prompt gives you a value-anchored response plus a question to ask back, which keeps you from knee-jerk discounting. But you still need to plug in your real pricing and read the room live.

How do I keep AI follow-ups from sounding repetitive?

Ask explicitly for a multi-touch sequence where every message adds new value, and have it vary the format and length across touches. End the sequence with a graceful breakup email rather than a sixth identical nudge.

§ The Prompts · 13
№ 116sales

Pain-Led Cold Email to a B2B Prospect

Drafts a concise, researched cold email built around a specific prospect pain plus subject lines.

For
chatgpt·claude
№ 117sales

Discovery Call Question List That Uncovers Real Pain

Generates a structured, non-leading discovery question guide tailored to the buyer and their priority.

For
chatgpt·claude
№ 118sales

Respond to a 'You're Too Expensive' Price Objection

Crafts a value-anchored reply to a price objection plus live follow-up questions, avoiding knee-jerk discounts.

For
chatgpt·claude
№ 119sales

Handle a 'Not the Right Time' Timing Objection

Produces a respectful reply that tests a timing objection and proposes a low-commitment next step plus cadence.

For
chatgpt·claude
№ 120sales

Counter a 'We're Going With a Competitor' Objection

Builds a gracious, fact-based response to a competitor preference plus honest comparison talking points.

For
chatgpt·claude
№ 121sales

Multi-Touch Follow-Up Sequence for Silent Prospects

Creates a varied, value-driven multi-touch follow-up sequence ending in a graceful breakup email.

For
chatgpt·claude
№ 122sales

Turn Discovery Notes Into a Tailored Sales Proposal

Converts raw discovery notes into a customized, goal-mapped proposal with scope, pricing, and next steps.

For
chatgpt·claude
№ 123sales

Post-Call Deal Recap and Next-Steps Email

Drafts a forward-ready post-call recap that confirms understanding and locks in next steps with owners and dates.

For
chatgpt·claude
№ 124sales

Script for Confidently Presenting Price on a Call

Provides a confident, value-anchored talk-track for presenting price and handling discount asks live.

For
chatgpt·claude
№ 125sales

Ask a Happy Customer for a Warm Referral

Writes a low-pressure referral ask anchored to a customer's win, plus a forwardable intro blurb.

For
chatgpt·claude
№ 126sales

Re-Engage a Cold Lead Who Went Dark Months Ago

Generates a fresh, no-guilt re-engagement email for a dormant lead anchored on a new development.

For
chatgpt·claude
№ 127sales

Cold Call Opener and First-30-Seconds Script

Writes a natural, permission-based cold-call opener with a brush-off rebuttal and two test variants.

For
chatgpt·claude
№ 128sales

Tailored Product Demo Script Around Buyer Pain

Produces a pain-mapped, non-feature-dump demo script with transitions, checkpoints, and a clear close.

For
chatgpt·claude