Ernesto Tagwerker joins Chris, Andrew, and David, to talk about how AI is changing Rails development, consulting, and the way teams approach upgrades and maintenance. They discuss using Claude Code for Rails upgrades, the risks of relying too heavily on AI-generated tests and code, and why strong development standards are becoming even more important. The conversation also explores code quality, open AI models, team consistency, and how developers can use AI to work more efficiently without giving up the experience and judgment that good software still requires. Start listening now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Ernesto Tagwerker LinkedIn
• Ernesto Tagwerker GitHub
• FastRuby.io
• OmbuLabs
• Remote Ruby-Episode 100!! Upgrading Rails with Ernesto Tagwerker
• Blastoff Rails 2026- Fewer Tests, More Confidence by Ifat Ribon (YouTube)
• Rails Upgrade Assistant Skill (OmbuLabs Claude Code Skill)
• FastRuby-Our Rails Upgrade Methodology as Claude Skills
• Mutant-GitHub
• Philly.rb Meetup
• Philly.rb X

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

In this episode, Chris, Andrew, and David dig into their latest experiences building with Claude, from massive diffs and unnecessary view specs to the challenge of catching subtle mistakes in AI-generated code. Andrew shares what went into launching Podia’s new Shop experience, Chris breaks down a serious Rails Active Storage security vulnerability, and David earns a developer rite of passage by accidentally bringing production to its knees. Along the way, they talk Redis 6, smarter Active Record queries, testing philosophy, and why sometimes the fastest solution is still jumping into the code yourself. Hit download now to hear more!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• RSpec View specs
• Podia- Learn more about the Shop feature and how to get started
• Spider-Man: Brand New Day
• The Odyssey
• Daredevil (TV Series)
• The Bear (TV Series)
• rails–forensics–CVE–2026-66066

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

Irina Nazarova and Vladimir Dementyev from Evil Martians return to preview the second annual SF Ruby Startup Conference and share what they learned from bringing the event to life for the first time. They discuss the conference’s new focus on ambitious builders, the importance of creating meaningful connections for attendees, and why Ruby on Rails remains a powerful foundation for startups tackling difficult, real-world problems. The conversation also explores open-source innovation, AI-assisted development, hidden pockets of Ruby adoption, and how the community can help the next generation of companies confidently build and grow with Rails. Hit download now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Irina Nazarova LinkedIn
• Vladimir Dementyev LinkedIn
• Evil Martians
• San Francisco Ruby Startup Conference- November 10-12, 2026, San Francisco, CA
• Garry Tan X
• SF Ruby News Feed
• SF Ruby Job Board
• Using Rails – Companies using Ruby on Rails

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