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2 guest tries + 8/day free vs $9 Pro – how I’m pricing a tiny AI regex tool

Hey IH —

Following up on Forge Regex (plain English → working regex): https://regex.ststudio.top

I’m still early and want a reality check on the freemium split.

Current pricing

  • Guest: 2 AI generations (no signup)
  • Free account: 8 AI generations per day after email sign-in
  • Pro: $9/mo via Paddle — unlimited + cloud history + shareable links

Live testing, replace preview, and multi-language export stay free. I’m trying not to cripple free into a fake demo.

Why this shape

  1. Regex is occasional for many people — if free is “unlimited forever,” upgrades die.
  2. 8/day is enough to solve a real task today; cloud history is what makes people want to live in the tool.
  3. Share links + cloud history feel like clear Pro boundaries (storage + sync), not a fake paywall on core UX.

What I’m unsure about

  • Is 8/day too generous or too stingy for signed-in free?
  • Would you prefer a higher free cap + higher Pro price?
  • Does “cloud history” feel worth paying for more than “share links”?

If you’ve shipped freemium solo tools: what would you change first at my stage?

on August 11, 2026