Daily Prompt Pack: Objection Handling – Turn Every No Into a Next Step

Every founder hits the same wall: a prospect raises an objection and the call goes quiet. I used to fumble for an answer on the spot. Now I run objections through a quick framework before I reply, and it changes the whole conversation. Today’s pack is about handling objections with a plan, not a prayer.

[Claude]

[Claude] I run a B2B SaaS selling to ops managers. Build me a 5-row objection response table for my top three objections: price, timing, and trust. For each row give the objection verbatim, the root fear underneath it, a 2-sentence response that reframes it, and one follow-up question that moves the deal forward. Output as a markdown table I can paste into my CRM notes.

[ChatGPT]

[ChatGPT] You are a sales coach. I sell a $200/mo tool to marketing leads who say “we already use something similar.” Write a 4-step objection handling script for that exact pushback. Each step is one line I can say out loud: acknowledge, isolate the gap, show the difference, and propose a small test. End with a 30-second roleplay dialogue between me and the prospect.

[Cursor]

[Cursor] In this repo I have a sales call transcript file. Write a script that reads the transcript, finds every customer objection, and outputs a JSON list with the objection text, the speaker turn number, and whether my rep addressed it or deflected. Then print a summary of the three most common objection patterns across all transcripts in the folder.

Full archive at aicofounderstack.com/tag/prompt-pack.