Chris Oliver, Andrew Mason, David Hill

Remote Ruby

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

Be sure to visit the podcast's website and support the creator: www.remoteruby.com

Author

Chris Oliver, Andrew Mason, David Hill

Category

Education

Podcast website

www.remoteruby.com

Latest episode

Oct 16, 2026

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Episodes

Welcome to the Slop Factory 16.10.2026

On this episode, Chris, Andrew, and David dive into the rapidly changing world of AI-assisted development, Ruby performance, and the future of building software. They kick things off with AI-powered coding workflows before exploring the Campfire benchmarking controversy and the exciting possibilities of Roundhouse, which could dramatically improve Ruby application performance. Andrew shares his ex...

Rails World 2026 Recap with John Athayde 09.10.2026

Fresh off Rails World 2026, Chris, Andrew, David, and returning guest John Athayde unpack the surprisingly emotional conversation surrounding AI, Ruby, Rails, and the future of programming. What starts as a discussion about Spinel, Roundhouse, Rust, and Rails performance quickly turns into a much bigger question: what happens to developers when writing code is no longer the main job? They dig into...

Live At Rust, Uhh, Rails World 2026 02.10.2026

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,...

Rails at Scale, Roundhouse Performance, and AI-Era Supply Chain Security 28.09.2026

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 applica...

Navigating the Labyrinth of Webhooks and APIs 18.09.2026

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 A...

Episode 367 - Ryan Castillo 11.09.2026

Ryan Castillo returns to the show to catch everyone up on what’s changed since his last appearance…and a lot has changed. Ryan explains why he and his co-founder moved on from their web application firewall Wafris and built Knowatoa, a platform focused on helping companies understand how their brands appear in AI-powered search. From there, the conversation expands into GEO and AI search visibilit...

Rails World Prep, Herb in Rails, Stacked PR Headaches and New Ruby Tooling 04.09.2026

This week, Chris, Andrew, and David dig into a packed mix of Rails news, developer tooling, and the increasingly complicated role AI is playing in everyday coding. They talk about Herb making its way into Rails, the realities of Rails upgrades and stacked PRs, new approaches to Git hosting and object storage, and how Rails is being evaluated in the age of AI agents. They also get into improvements...

MCP Implementations and Rails World Preparations 28.08.2026

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....

Ernesto Tagwerker 21.08.2026

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, o...

Shipping Podia’s New Shop, AI Code Woes, and a Major Rails libvips CVE 14.08.2026

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 a...

SF Ruby 2026 with Irina and Vladimir 07.08.2026

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 tacklin...

Big Wins For RubyConf and Grandma 31.07.2026

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...

A Deep Dive into GitHub Actions 24.07.2026

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...

Dont Steal Our Business Idea 17.07.2026

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...

The Great Falcon Defense and CI Innovations 10.07.2026

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, a...

Chris Is Back And Ready To Rant 03.07.2026

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 wra...

Blastoff Rails Recap and Ruby Central Revamp 26.06.2026

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

Navigating Subscription Overhauls and Payments 19.06.2026

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...

[The lost episode 259]  All Right, Rant Time - Debugging 12.06.2026

[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 men...

Revise Auth and Podcasting Plans 05.06.2026

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:...

Rails World Tickets, New JavaScript Package Managers, and Security Worries 29.05.2026

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, R...

Blue Ridge Ruby Insights & Experiences 22.05.2026

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 decis...

Stripe Changes, File Upload Quirks, Scaling Sidekiq 15.05.2026

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...

Direct Routes and Data Queries 08.05.2026

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...

Behind the Scenes: Developing Podias New Version 01.05.2026

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 i...

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