Daily Prompt Pack: Pricing Strategy – Turn Your Gut Price Into a Tested Number

Most founders set a price once, feel weird about it, and never revisit it. Today’s pack gives you three prompts that force a real pricing decision: stress-test your number, build the buyer comparison, then ship the change safely.

[Claude]

[Claude] My SaaS is priced at $29/mo with 140 customers and 4% monthly churn. Build a pricing sensitivity table for tiers at $19, $29, $49, $79, and $129, showing projected MRR at 6 and 12 months under three churn assumptions. Output one markdown table plus a two-sentence recommendation naming the single riskiest assumption.

[ChatGPT]

[ChatGPT] Act as a buyer at a 40-person agency evaluating my tool against two competitors. Given my feature list (paste it) and their public pricing pages, write the one-page comparison your CFO would actually read: what we win, what we lose, and the exact line item where our price looks wrong. Output as a three-column table with a verdict row.

[Cursor]

[Cursor] Our pricing constants live in src/config/plans.ts. Add a feature-flag wrapper so a new price can ship at 100% for new signups only, with existing customers grandfathered by createdAt. Write the diff, a migration script for the Stripe price IDs, and a test that asserts legacy users keep their old amount.

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