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📝 article robrace.dev · September 30, 2026

Billing in Rails 8 — a practical guide to Pay + Stripe

I just released Billing in Rails 8 , a 126-page implementation guide for building subscription billing into a Rails app with Pay and Stripe. It focuses less on getting the first Stripe Checkout session working and more on everything that comes after: keeping provider state separate from product behavior, stable application-level plans, entitlements and limits, trials, upgrades and downgrades, cancellation, failed payments, reconciliation, and testing the whole thing without making Stripe your...

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