Chris Is Back And Ready To Rant

More from Remote Ruby

1. 

   E360 · 24 Jul 2026 · 52 min

   A Deep Dive into GitHub Actions

   This week, Andrew and Chris swap stories from the front lines of Ruby development, from wrangling GitHub Actions and speeding up CI to keeping old Ruby versions alive on brand-new servers. They also unpack a tricky Sidekiq deployment issue, explore the promise of compiling Ruby apps into standalone executables, and reflect on how AI is making once-impossible infrastructure problems a little easier to solve. Hit download now to hear more! Links Chris Oliver XAndrew Mason BlueskyDavid Hill Link...

2. 

   E359 · 17 Jul 2026 · 53 min

   Dont Steal Our Business Idea

   Chris, Andrew, and David dig into the practical realities of modern development, from building faster server images with Packer and untangling database schema problems to deciding when refactoring, code coverage, and quality tools are actually useful. They also share where AI coding assistants are saving real time, where they still create confusion, and why good judgment remains just as important as the tools themselves. The episode wraps with the conversation going completely off the r...

3. 

   E358 · 10 Jul 2026 · 40 min

   The Great Falcon Defense and CI Innovations

   In this episode, Chris, Andrew, and David kick things off with a very Remote Ruby style detour through Costco, Blue Apron, leftovers, Blackstone grills, and cast iron pans. Then, Andrew explains his Stripe subscription migration scare and major GitHub Actions workflow improvements that sped up Podia’s CI by 20–30%. They dive into Apple’s new on-device AI tooling, container alternatives on macOS, and the state of conferences, GitHub, AI infrastructure costs, solar power, and even crows attacki...

4. 

   E356 · 26 Jun 2026 · 34 min

   Blastoff Rails Recap and Ruby Central Revamp

   Chris Oliver X/TwitterAndrew Mason X/TwitterJason Charnes X/Twitter

5. 

   E355 · 19 Jun 2026 · 28 min

   Navigating Subscription Overhauls and Payments

   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...

6. 

   E259 · 12 Jun 2026 · 55 min

   [The lost episode 259]  All Right, Rant Time - Debugging

   [This episode from February 2024 was never published and recently discovered] In today’s episode, Andrew kicks things off with a rant about tackling developer experience tasks at Podia, wrestling with GitHub actions, and Heroku deployment woes. Then the conversation takes a turn to the importance of debugging, the power of bash scripting, and the challenges of naming in programming, with Chris mentioning DHH’s insights from a live stream. They discuss Chris’s travel plans for RubyConf in Aust...

7. 

   E370 · 2 Oct 2026 · 33 min

   Live At Rust, Uhh, Rails World 2026

   Recorded live from Rails World 2026, Andrew, Chris, David, Jason Charnes, and eventually Andy Croll, unpack the strange mood surrounding this year’s conference. Much of the conversation centers on DHH’s keynote and the increasingly agent-driven future of software development: if AI can write, debug, and even understand the code for us, what happens to the value of frameworks, developer expertise, documentation, and even Ruby itself? They also dig into Hotwire, Active Search, Herb, Active Job ...

8. 

   E369 · 28 Sep 2026 · 55 min

   Rails at Scale, Roundhouse Performance, and AI-Era Supply Chain Security

   Andrew and Chris are back with a packed episode covering everything from Rails World anticipation and Rails 8.2 to security, Ractors, AI-assisted development, and some ambitious new Ruby tooling. They dig into RubyGems recent spam-publishing incident and Trusted Publishing, look at Shopify’s push toward Ractor-safe Rails, and explore Roundhouse, a project experimenting with compiling Rails applications into entirely different target languages. They also talk about using Claude for project pla...

9. 

   E368 · 18 Sep 2026 · 52 min

   Navigating the Labyrinth of Webhooks and APIs

   Chris, Andrew, and David are back with a conversation that starts with Rails World plans. They break down APIs, webhooks, and persistent connections, using everything from thermostats to Stripe to explain how systems communicate and recover when things go wrong. From there, Chris shares what caught his eye in PlanetScale’s new Postgres sharding work, before the conversation shifts heavily toward AI-assisted programming, where the tools are surprisingly capable one minute and making baffling a...

10. 

    E367 · 11 Sep 2026 · 1 hr 4 min

    Episode 367 - Ryan Castillo

    Ryan Castillo returns to the show to catch everyone up on what’s changed since his last appearance…and a lot has changed. Ryan explains why he and his co-founder moved on from their web application firewall Wafris and built Knowatoa, a platform focused on helping companies understand how their brands appear in AI-powered search. From there, the conversation expands into GEO and AI search visibility, multi-agent coding workflows, AI skills as the future of content, and when developers should o...

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