# Navigating Subscription Overhauls and Payments

Page: https://stenobird.com/podcast/remote-ruby-402505/navigating-subscription-overhauls-and-payments
Text version: https://stenobird.com/podcast/remote-ruby-402505/navigating-subscription-overhauls-and-payments.md
Podcast: [Remote Ruby](https://stenobird.com/podcast/remote-ruby-402505)
Published: 2026-06-19T12:00:00+00:00
Episode link: https://www.buzzsprout.com/2260490/episodes/19322062-navigating-subscription-overhauls-and-payments.mp3
Audio file: https://www.buzzsprout.com/2260490/episodes/19322062-navigating-subscription-overhauls-and-payments.mp3
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JSON: https://stenobird.com/v1/public/podcasts/remote-ruby-402505/episodes/navigating-subscription-overhauls-and-payments
Duration seconds: 1685

## Resource

Chris, Andrew, and David catch up after a missed week of recording and quickly dive into the kind of deeply practical Rails work that only comes from real production pain. Andrew shares the massive subscription and billing migration happening at Podia, including Stripe edge cases, legacy plan preservation, and stress-test tooling built from live scenarios. Chris then goes deep on a Hatchbox email cancellation flow that turns into a Rails internals rabbit hole around Action Mailer callbacks, m...

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## Transcript

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