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EPISODE · Jun 19, 2026 · 28 MIN

Navigating Subscription Overhauls and Payments

from Remote Ruby · host Chris Oliver, Andrew Mason & David Hill

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, mail delivery cancellation, and a tiny Rails PR born from production debugging. Hit download now to hear more! LinksJudoscale- Remote Ruby listener giftPodiaSupport only: and except: on _deliver callbacks in ActionMailer #57581Improve documentation/testing of abort in Action Mailer ‘before_action #57489Mailbin- GitHubHoneybadgerHoneybadger is an application health monitoring tool built by developers for developers.JudoscaleMake your deployments bulletproof with autoscaling that just works.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Chris Oliver X/TwitterAndrew Mason X/TwitterJason Charnes X/Twitter

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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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Navigating Subscription Overhauls and Payments

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