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 Continuations, security concerns around AI-generated software, and what the Ruby community might rally around if the language becomes less central to how developers identify themselves. And because it’s Rails World, there’s plenty of barbecue, conference chaos, bad jokes, and Andy Croll crashing the podcast. Hit download now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Jason Charnes Website
• Andy Croll Website
• Buzzsprout
• Terry Black’s BBQ
• Burnt End BBQ
• PlanetScale
• RubyMine
• AppSignal
• Rails World 2026 Talks (YouTube)

• Chris Oliver X/Twitter
• Andrew Mason X/Twitter
• Jason Charnes X/Twitter

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 planning and open source maintenance, new approaches to AI beyond traditional LLMs, the surprisingly inexpensive architecture behind Turbopuffer, PlanetScale’s new TIN search extension, and Andrew’s move from a small Sinatra deployment service to Cloudflare Workers. Hit download now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Automating Ruby Gem Releases with GitHub Actions (by Andrew Mason)
• Marc Benioff MOGGED Sam Altman (John Smith X Post)
• @graphtheory X Post
• Ractor-age Rails: A Hot-To Guide (Rails at Scale)
• Roundhouse
• Introducing System One Models & Jev (TypeSafe AI blog post)
• Turbopuffer
• Ben Dicken X post (on inverted indexes)
• Planet Scale: Introducing TIN: full-text search for Postgres
• Cloudflare Workers

• Chris Oliver X/Twitter
• Andrew Mason X/Twitter
• Jason Charnes X/Twitter

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 architectural decisions the next. They also explore how AI is changing Chris’s work on Jumpstart and Hatchbox, improving Rails actionable errors, tackling years-old Android bugs, and potentially reshaping how open source projects are maintained. Press download now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Introducing Neki (PlanetScale blog post)
• The lifecycle of a sharded Postgres query (blog post)
• PlanetScale Blog
• Rails is built for AI.
• Agents on Rails: Stage 2. Can a model ship a feature? (Posted by Svyatoslav Kryukov, Artur Petrov, Alexander Baygeldin)
• Surfguard-GitHub
• Omachee
• Meat Proxy

• Chris Oliver X/Twitter
• Andrew Mason X/Twitter
• Jason Charnes X/Twitter