Daily Prompt Pack: objection handling – close more deals with prepared rebuttals

Objections kill deals when founders wing it. These three prompts build rebuttal scripts, role-play tough buyers, and audit your current sales page for hidden friction points.

[Claude]

You are a senior sales strategist. I sell a B2B SaaS tool for automated compliance reporting. My top 3 objections are: (1) too expensive, (2) already using a competitor, (3) no time to onboard. For each objection, write a 2-sentence rebuttal plus a 1-paragraph follow-up email. Output as a numbered list with bold objection headers.

[ChatGPT]

Act as a skeptical CFO evaluating a $200/month marketing analytics tool. Raise 5 realistic objections about ROI, integration time, and data security. Then pause. I will respond with rebuttals. After each rebuttal, rate my answer 1-10 and explain how to improve it. Output the full dialogue transcript at the end.

[Cursor]

Audit my landing page copy for hidden objections. I will paste the HTML below. Identify 3 places where prospects might silently drop off due to unaddressed concerns (pricing ambiguity, missing social proof, vague feature claims). For each, suggest a specific copy replacement and explain the psychological objection it resolves. Output as a markdown table: Location | Current Copy | Replacement | Objection Resolved.

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