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Remote Ruby

Chris Oliver, Andrew Mason, David Hill

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

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23 episodes
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Avg 49 min
English

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Yesterday · 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, Action Text, Solid Cable, custom Rails generators, and appropriately enough MCPs. Links: Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift The Ruby on Rails Podcast-Episode 548-MCP + Generators with Andy Andrea and Rachael Wright-Munn MCP server MCP Ruby SDK-GitHub Doorkeeper-GitHub Rails World- Sept 23-24, 2026, Austin, Texas Rails World Talks Herb-GitHub ReActionView Solid Cable-GitHub Sponsors: Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter
#364
August 21 · 54 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
#363
August 14 · 48 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
#362
August 7 · 1 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
#361
July 31 · 41 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
#360
July 24 · 52 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
#359
July 17 · 52 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
#358
July 10 · 39 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
#357
July 3 · 59 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
#356
June 26 · 34 min
Blastoff Rails Recap and Ruby Central Revamp
Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter
#355
June 19 · 28 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
#259
June 12 · 55 min
[The lost episode 259] All Right, Rant Time - Debugging
[This episode from February 2024 was never published and recently discovered] In today’s episode, Andrew kicks things off with a rant about tackling developer experience tasks at Podia, wrestling with GitHub actions, and Heroku deployment woes. Then the conversation takes a turn to the importance of debugging, the power of bash scripting, and the challenges of naming in programming, with Chris mentioning DHH’s insights from a live stream. They discuss Chris’s travel plans for RubyConf in Australia, other conferences coming up, and reminisce about their childhood love for trains and Thomas the Tank Engine. The episode wraps up with Chris and Andrew sharing advice and tips on writing conference proposals (CFPs) and the value of diverse speaking styles and personalities for engaging an audience. Tune in now to hear more! Links ONCE/Campfire debug.rb GitHub Copilot RubyConf Australia-April 11-12, 2024 RailsConf 2024-May 7-9, 2024-Detroit, MI Sarah Mei-“What Your Conference Proposal is Missing” Ruby for All Podcast-Episode 50: The Art of Conference Speaking with Kevin Murphy [SFM] We like to party (YouTube) Ultimate Skyrim (YouTube) RailsConf 2023-Teaching Capybara Testing- An Illustrated Adventure by Brandon Weaver (YouTube) Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter
#354
June 5 · 1 hr 9 min
Revise Auth and Podcasting Plans
Chris and David cover a lot of ground in this episode, starting with Chris’s experience teaching a Rails workshop for Frontend Masters in Minneapolis. Along the way, they dive deep into Rails authentication, Devise, Authlogic migrations, Chris’s ReviseAuth gem, password security, session handling, and the hard tradeoffs of maintaining open source tools. The episode wraps with big podcasting news: David is taking over The Ruby on Rails Podcast! Hit download now to hear more! Links Judoscale- Remote Ruby listener gift Minnebar Ruby 4.0.5 Released ReviseAuth The Ruby on Rails Podcast Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter
#353
May 29 · 41 min
Rails World Tickets, New JavaScript Package Managers, and Security Worries
Chris, Andrew, and David kick things off with a detour through Dungeon Crawler Carl, Rails World tickets, and conference travel before diving into developer tooling, package manager security, and the latest Ruby ecosystem updates. The conversation covers everything from Hotwire-style UI patterns and pnpm/Corepack setup to Jeff Dickey’s new package manager, the RubyGems malicious package attack, Ruby 4.0.4, Shopify’s Rubydex, Claude/Codex chatter, and the increasingly strange future of AI agents and delivery robots. Hit download now to hear more! Links Judoscale- Remote Ruby listener gift Dungeon Crawler Carl Dungeon Crawler Carl RPG + Unstoppable Maciej Mensfeld X Aube Jeff Dickey X en.dev The Hacker News- RubyGems Suspends New Signups After Hundreds of Malicious Packages Are Uploaded One engine, many tools—Introducing Rubydex (Rails at Scale) Ruby 4.0.4 Released Frontend Masters Workshop with Chris Oliver: Getting Started with 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
#352
May 22 · 54 min
Blue Ridge Ruby Insights & Experiences
In this episode, Chris, Andrew, and David are back together with David starting out giving a recap of Blue Ridge Ruby and his renewed motivation to contribute to open source. The group discusses the value of smaller single-track conferences to hallway conversations, and lightning talks. The conversation then shifts into real-world Rails and Stripe lessons, including workshop prep, validation decisions, webhook recovery, subscription edge cases, and the growing complexity of payment integrations. Hit download now to hear more! Links Judoscale- Remote Ruby listener gift Getting Started with Rails with Chris Oliver (Frontend Masters Live Interactive Workshop) Ruby Conferences 2026 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
#351
May 15 · 49 min
Stripe Changes, File Upload Quirks, Scaling Sidekiq
Chris and Andrew catch up after Andrew’s whirlwind “vacation-ish” road trip before diving into Stripe’s latest announcements, usage-based billing, merchant-of-record pricing, Rails file upload quirks, Active Storage image handling, Sidekiq queue strategy, and the future of RubyGems. They also discuss browser form behavior, preserving and deleting attachments, image variant performance, and how to think more clearly about background job priorities. Hit download now to hear more! Links Judoscale- Remote Ruby listener gift Dungeon Crawler Carl Everything we announced at Sessions 2026 (Stripe Blog) Scaling Sidekiq at Gusto (Medium) Scaling-Sidekiq -GitHub Nate Berkopec post on LinkedIn-Running Containers Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter
#350
May 8 · 39 min
Direct Routes and Data Queries
On this episode of Remote Ruby, Chris, Andrew, and David kick things off with dentist trauma, gold star stickers, and fiber internet. The conversation centers on Rails direct routes, why they can be more powerful than helpers, the upcoming Rails World CFP and ticket rush, how AI is becoming more practical inside real engineering teams, a reminder to fill out the Rails survey, and Chris’s continued work expanding the Rails Getting Started Guide into a more realistic e-commerce tutorial with wishlists, reviews, ratings, and product images. Hit download now to hear more! Links Judoscale- Remote Ruby listener gift How to use Direct Routes in Rails (GoRails) On Rails Podcast- Brian Scanlan: Building AI-First at Intercom 2026 Ruby on Rails Community Survey (Planet Argon) Rails World -Sept 23-24, 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
#349
May 1 · 50 min
Behind the Scenes: Developing Podias New Version
Chris, Andrew, and David open with some classic confusion over what day it is then dive into Podia’s gradual rollout of a major new app version, including how the team is handling migration, feature flags, dogfooding, and eventual cleanup. From there, the discussion turns to underrated Rails routing features like direct routes and resolve routes, a newly merged Rails query command, observability improvements through Hatchbox’s AppSignal integration, and the ongoing pain of CSS build tooling in Rails apps. They also touch on conference season and their upcoming talks. Press download now to hear more! Links Judoscale- Remote Ruby listener gift Direct Routes Instance Public methods-direct (name, options = {}, &block) Instance Public methods-resolve (*args, &block) GitHub-Query command for read-only database queries #57156 App Signal for Hatchbox Blastoff Rails-June 11-12, 2026, Albuquerque, NM Frontend Masters Workshop-May 26, 2026-Getting Started with Rails (Chris Oliver) Toronto Tech Week- May 25-29, 2026 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
#348
April 24 · 39 min
Ruby Central Restructuring
This BREAKING NEWS episode is a candid reaction to Ruby Central’s latest shakeup, with Chris, Andrew, and David unpacking leadership departures, financial strain, the cancelled gala, and what all of it says about the organization’s direction. The conversation moves beyond the headlines into bigger questions about trust, transparency, community values, conference strategy, RubyGems sustainability, and whether Ruby Central can rebuild credibility by involving more of the community in what happens next. Hit download now to hear more! Links Judoscale- Remote Ruby listener gift A New Chapter for Ruby Central RubyConf 2026- July 14-16, Las Vegas, NV 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
#347
April 17 · 1 hr 22 min
Joined by John Athayde
Chris and David welcome guest John Athayde, who runs the branding and UX consultancy, Meticulous. They dive into John’s unusual path through the Rails world as a designer, front-end developer, consultant, author, and UX thinker. The conversation moves from early Rails history and The Rails View into a broader discussion about why designers need to understand implementation, how AI is changing product and UI work, where component-based design is headed, and why browser support is still one of the messiest parts of modern web development. Hit download now to hear more! Links John Athayde Website John Athayde X John Athayde Bluesky Meticulous Build Software Like Pixar Makes Movies with John Athayde-The Swift Kick Show The Rails View: Create a Beautiful and Maintainable User Experience by Bruce Williams and John Athayde (O’Reilly) Quick ui.sh demo- Adam Wathan X This is the most user -unfriendly form UI- @tkm_hmng8 X Duck Hunt - Wes Bos X Rails World 2026-Austin, TX September 23-24 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

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