Remote Ruby

Hosted by Chris Oliver, Andrew Mason, David Hill

Technology Education

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Episodes

363

Latest episode

Aug 2026

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About the show

Rubyists having conversations and interviewing others about Ruby and web development.

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60 recent

August 21, 2026Episode 36454 min

Ernesto Tagwerker

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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

August 14, 2026Episode 36348 min

Shipping Podia’s New Shop, AI Code Woes, and a Major Rails libvips CVE

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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

August 7, 2026Episode 3621 hr 17 min

SF Ruby 2026 with Irina and Vladimir

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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

July 31, 2026Episode 36141 min

Big Wins For RubyConf and Grandma

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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

July 24, 2026Episode 36052 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 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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

July 17, 2026Episode 35952 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 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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

July 10, 2026Episode 35839 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 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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter

July 3, 2026Episode 35759 min

Chris Is Back And Ready To Rant

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

June 26, 2026Episode 35634 min

Blastoff Rails Recap and Ruby Central Revamp

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

June 19, 2026Episode 35528 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, 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 Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter