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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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#372
Today · 1 hr 5 min
Welcome to the Slop Factory
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 experience launching a new AI agent inside Podia, including the challenges of getting its MCP integration approved by OpenAI, managing AI costs, and testing security. The conversation shifts to optimizing GitHub Actions, reducing CI expenses, and whether developers should start hosting their own runners. They also speculate about the future of all-in-one development platforms and how AI might reshape everything from writing code to deploying applications. Hit download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift What’s New in RubyGems/Bundler 4.1, Part 1: override and prune (by SHIBATA Hiroshi) Roundhouse-GitHub JP Camara X Matt Swanson X RWX Blacksmith Digger Street Fighter Gears of War: E-Day (game) AnyPS5-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
#371
October 9 · 1 hr 8 min
Rails World 2026 Recap with John Athayde
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 AI-assisted development, changing ideas around craftsmanship and creativity, the growing importance of testing and CI, and whether frameworks like Rails become more valuable in an AI-driven world. They also reflect on the mood at Rails World, autonomous cars, AI-generated design, and why the real value of conferences may increasingly be simply getting developers together in the same room. Hit download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift John Athayde Website John Athayde X Sanket Sahu X Post- GeekyAnts landing page Spinel- Ruby AOT Compiler-GitHub Rails World 2026 Talks 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
#370
October 2 · 32 min
Live At Rust, Uhh, Rails World 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, documentation, and even Ruby itself? They also dig into Hotwire, Active Search, Herb, Active Job Continuations, security concerns around AI-generated software, and what the Ruby community might rally around if the language becomes less central to how developers identify themselves. And because it’s Rails World, there’s plenty of barbecue, conference chaos, bad jokes, and Andy Croll crashing the podcast. Hit download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift Jason Charnes Website Andy Croll Website Buzzsprout Terry Black’s BBQ Burnt End BBQ PlanetScale RubyMine AppSignal Rails World 2026 Talks (YouTube) Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. BuzzSprout Podcast Hosting Made Easy. 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
#369
September 28 · 55 min
Rails at Scale, Roundhouse Performance, and AI-Era Supply Chain Security
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 applications into entirely different target languages. They also talk about using Claude for project planning and open source maintenance, new approaches to AI beyond traditional LLMs, the surprisingly inexpensive architecture behind Turbopuffer, PlanetScale’s new TIN search extension, and Andrew’s move from a small Sinatra deployment service to Cloudflare Workers. Hit download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift Automating Ruby Gem Releases with GitHub Actions (by Andrew Mason) Marc Benioff MOGGED Sam Altman (John Smith X Post) @graphtheory X Post Ractor-age Rails: A Hot-To Guide (Rails at Scale) Roundhouse Introducing System One Models & Jev (TypeSafe AI blog post) Turbopuffer Ben Dicken X post (on inverted indexes) Planet Scale: Introducing TIN: full-text search for Postgres Cloudflare Workers 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
#368
September 18 · 52 min
Navigating the Labyrinth of Webhooks and APIs
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 AI-assisted programming, where the tools are surprisingly capable one minute and making baffling architectural decisions the next. They also explore how AI is changing Chris’s work on Jumpstart and Hatchbox, improving Rails actionable errors, tackling years-old Android bugs, and potentially reshaping how open source projects are maintained. Press download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift Introducing Neki (PlanetScale blog post) The lifecycle of a sharded Postgres query (blog post) PlanetScale Blog Rails is built for AI. Agents on Rails: Stage 2. Can a model ship a feature? (Posted by Svyatoslav Kryukov, Artur Petrov, Alexander Baygeldin) Surfguard-GitHub Omachee Meat Proxy 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
#367
September 11 · 1 hr 4 min
Episode 367 - Ryan Castillo
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 visibility, multi-agent coding workflows, AI skills as the future of content, and when developers should or shouldn’t delegate work to AI. Chris also gets candid about Hatchbox’s recent pricing increase, the financial pressure behind the decision, and why talking directly with customers may be just as important as shipping the next feature. Hit download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift Ryan Castillo X Ryan Castillo LinkedIn Knowatoa Wafris Hatchbox How I Use Cursor by @poteto Skills from A Smart Bear by Jason Cohen Rocky Mountain Ruby-September 28-29, 2026, Boulder, Colorado Rails World, Sept 23-24, 2026, Austin, Texas Upcoming Ruby Events Calendar 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
#366
September 4 · 1 hr 2 min
Rails World Prep, Herb in Rails, Stacked PR Headaches and New Ruby Tooling
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 coming to Action Text, Podia’s approach to “flavored” Markdown, the never-ending frustrations of HTML email, and why tools like ArchSpec and Rubydex could become especially useful as more code is generated by LLMs. Hit download now to hear more! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift Rails World-Sept 23-24, 2026, Austin, TX Add Herb as an HTML -aware ERB implementation #58552 (GitHub pull request) turbopuffer Agents on Rails: The LLM Benchmark Project (Rails Foundation) Agents on Rails : The First Benchmark Report Tiptap ArchSpec Rubydex 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 28 · 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

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