Unraveling GitHub Actions & Modern Auth Challenges

More from Remote Ruby

1. 

   E346 · 10 Apr 2026 · 38 min

   Governance, Security Flaws, and AI Tools

   This episode of Remote Ruby opens with stories of exhaustion from a sleepless week. Then, Chris, Andrew, and David spend most of the episode unpacking two big themes: trust and governance in open source, and the growing mess of software security and AI-assisted development. They dig into the new Ruby Central write-up on the RubyGems/Bundler fracture and question whether it actually clarifies the path forward, then pivot into the Axios npm compromise, supply-chain risk, and how fragile modern ...

2. 

   E345 · 3 Apr 2026 · 59 min

   Memcached Mayhem

   On this episode, Chris, Andrew, and David bounce from Ruby and Rails security updates into the messy realities of caching, UI architecture, and browser support. They break down the latest Zlib-related Ruby CVE, Dalli updates, Rails security and bugfix releases, and what maintenance windows mean in practice. Then, they swap stories about Redis, Memcached, observations about GitHub’s reliability amid massive Claude attributed code activity, and the kinds of performance problems that only show u...

3. 

   E344 · 27 Mar 2026 · 34 min

   Conferences, AI Trends, and Sleepless Nights

   Chris, Andrew, and David catch up on health, sleep deprivation, and the new Invincible season and Fallout. David shares some RubyConf CFP submissions news and this year’s broad conference themes. They discuss Andrew finishing difficult authentication work, touching on OAuth/SSO complexity and pricing, the idea of products built more for bots than humans, and where AI is proving useful, especially for debugging and research. The conversation eventually widens into a more skeptical look at the ...

4. 

   S1 · E342 · 13 Mar 2026 · 1 hr 11 min

   Heroku, Hosting, and the AI Era

   Chris and David welcome back Adam McCrea from Judoscale, to discuss the uncertainty around Heroku after Salesforce’s announcement that it would stop taking new enterprise customers. Adam shares how the news landed in real time during a founder’s retreat, and the conversation expands into what Heroku’s apparent “maintenance mode” means for developers, pricing, autoscaling, platform alternatives, and the broader challenge of building durable developer businesses in the AI era. They also touch o...

5. 

   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 ...

6. 

   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...

7. 

   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...

8. 

   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...

9. 

   E366 · 4 Sep 2026 · 1 hr 2 min

   Rails World Prep, Herb in Rails, Stacked PR Headaches and New Ruby Tooling

   This week, Chris, Andrew, and David dig into a packed mix of Rails news, developer tooling, and the increasingly complicated role AI is playing in everyday coding. They talk about Herb making its way into Rails, the realities of Rails upgrades and stacked PRs, new approaches to Git hosting and object storage, and how Rails is being evaluated in the age of AI agents. They also get into improvements coming to Action Text, Podia’s approach to “flavored” Markdown, the never-ending frustrations of...

10. 

    28 Aug 2026 · 33 min

    MCP Implementations and Rails World Preparations

    Andrew and David catch up on everything from wild weather and the upcoming Rails World conference to Andrew’s latest deep dive into MCPs (Model Context Protocols). Andrew shares what he’s learned while building an MCP for a Rails side project, including choosing the official Ruby MCP SDK, discovering the limitations of resources versus tools, and wrestling with OAuth and Doorkeeper authorization. They also look ahead to Rails World in Austin, highlighting talks on Active Search, Ractors, Herb...

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