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

Chris, Andrew, and David begin with summer heat, home cooling problems, and an IPv6 issue preventing Andrew from playing Battlefield 6. The conversation quickly heads down a Raspberry Pi rabbit hole, with projects ranging from smart-home automation and MagicMirror dashboards to local AI transcription. David then recaps RubyConf in Las Vegas before the group discusses design patterns, the changing conference landscape, and how AI is reshaping programming education, software development, and the economics of building products. Hit download now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Brockovich AI Data Center Reporting
• Raspberry Pi
• Rails World, Austin, TX, Sept 23-24, 2026
• SF Ruby, San Franciso, CA, Nov 10-12, 2026
• MagicMirror2

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

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 X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• Setting up code for your repository (GitHub Docs)
• Surviving rolling deploys when Sidekiq meets a class it doesn’t know yet (Dmitry Tsepelev blog post)
• Why a Sidekiq job class you just deployed can still be “missing” (reddit)
• Ignore programmatically (Honeybadger)
• Mastodon on Spinel (intertwingly blog)
• The Odyssey
• Alex Edelman X post

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

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 rails with a highly questionable plan to corner the personalized license plate market. Hit download now!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill LinkedIn
• Judoscale- Remote Ruby listener gift
• HCL-GitHub
• Thoughtbot- AI in Focus: A new Claude Skill for Rails code audits
• Madison Kanna X (chat with co-founder of OpenCode, Dax Raad)
• Josh Pigford X
• knockoff
• Taylor Otwell X post

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

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 attacking solar panels. Hit download now to hear more!

Links

• Judoscale- Remote Ruby listener gift
• Blue Apron (Andrew’s referral code: ANDREW4838)
• GitHub Blog: Actions steps can now be run in parallel
• Codeberg
• GitLab
• GitHub apple/container
• GitHub apple/Core AI Models
• RubyConf July 14-16, 2026, Las Vegas, NV
• Rails World 2026, September 23-23, 2026, Austin, TX

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

Chris returns from Greece and catches up with Andrew and David on travel, conferences, movies, and the latest developments in the Rails community. They dig into the newly announced Rails World lineup, the possibilities of Active Search, alternatives to Elasticsearch, extending Action Text and Lexi, a tricky ruby-vips dependency update, and mise’s rapidly expanding machine bootstrap tools. They wrap up with open source funding, RubyConf preparations, rising tech prices, and the massive anticipation surrounding GTA VI. Hit the download button now!

Links

• Judoscale- Remote Ruby listener gift
• Obsession
• Toy Story 5
• Porsche reveals three one-of-one 911 models on the red carpet at the World Premiere of Toy Story 5 (Porsche Newsroom US)
• Here are the Rails World 2026 speakers (Ruby on Rails)
• Typesense side-by-side feature comparison
• Bootstrap (mise)
• mise oci
• mise membership
• Grand Theft Auto VI
• RubyConf, Las Vegas, July 14-16, 2026
• Rails World, Austin, TX, Sept 23-24, 2026

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

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

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!

Links

• Judoscale- Remote Ruby listener gift
• Podia
• Support only: and except: on _deliver callbacks in ActionMailer #57581
• Improve documentation/testing of abort in Action Mailer ‘before_action #57489
• Mailbin- GitHub

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