Remote Ruby

Chris, Andrew, and David are back together, and the conversation starts out with TV talk, Fallout hype, why some shows overstay their welcome (Prison Break), and the “season one magic” problem (Reacher). Then there’s a big shoutout to Marco’s Rails Luminary win, and a deep dive into AI rabbit holes: self-hosting LLMs, Mac minis, and the looming reality of both token costs and RAM shortages. They discuss the Ruby releases (3.4.8 + Ruby 4.0 preview3), highlighting practical fixes, previewing features like Ruby:: Box, new syntax tweaks, and core classes updates they’re excited about.  Hit download now! 

Links

• Chris Oliver X
• Andrew Mason Bluesky
• David Hill Bluesky
• Judoscale- Remote Ruby listener gift
• Fallout
• Reacher
• Prison Break
• Ruby 3.4.8 Released
• Ruby 4.0 Highlights (by Nithin Bekal)
• Ruby 4.0.0 preview3 Released
• 2025 Rails Luminary-Marco Roth 
• Surprising the 2025 Rails Luminary winner Marco Roth in Zurich (YouTube)
• Ruby Box
• Herb
• ReActionView

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

In this episode, Chris and David Hill catch up on wild winter temperature swings, then dive into what Chris has been refactoring in Jumpstart to reduce merge pain, cut dependencies, and make upgrades smoother. The conversation branches into AI-assisted coding pitfalls and where AI shines, new web security headers that could simplify CSRF handling, and a promising new “old school Heroku on steroids” platform from Evan Phoenix called Miren, plus a few Hatchbox deployment learnings along the way. Hit download now to hear more!

Links

• Chris Oliver X
• Andrew Mason Bluesky
• Judoscale- Remote Ruby listener gift
• David Hill LinkedIn
• Blastoff Rails (submit a talk)
• RBQ Conf (submit a talk)
• Why GitHub Why? (YouTube-ThePrimeagen)
• Augment code
• Sec-Fetch-Site header
• Sec-Fetch-Dest header
• Sec-Fetch-Mode header
• Sec-Fetch-User header
• Miren Developer Preview

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

Chris and Andrew kick things off with some weather whiplash and snowblower talk before introducing a new guest on the show, long-time Rubyist David Hill. They chat about fast food and favorite shows, David’s accidental path into Ruby and Rails, and various projects he’s worked on, including an AED management application. The discussion also touches on the new open-source release of Basecamp's Kanban board, Fizzy, and some innovative CSS techniques used in the project. The conversation wraps up with upcoming Ruby conferences in 2026 and how Claude's AI assistance is helping with coding tasks. Hit download now to hear more! 

Links

• Judoscale- Remote Ruby listener gift
• David Hill LinkedIn
• David Hill Website
• The Ruby Gems Podcast
• Andor
• Dispatch (video game)
• Vanilla CSS is all you need by Rob Zolkos
• Fizzy Webhooks: What You Need To Know by Rob Zolkos
• Fizzy
• RBQ Conf, March 2026 - Austin, TX
• XO Ruby
• RubyConf, July 14-16, 2026 – Las, Vegas, NV

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

Andrew kicks off at 8 a.m. with six Docker containers running, and he and Chris dive into what modern Rails development looks like inside dev containers—covering Rails’ own images and features, using Mise and Playwright instead of Selenium, and why OrbStack has replaced Docker Desktop on their Macs. They talk through the trade-offs of running services in containers, the quirks of Kamal’s new local registry, and how Chris is turning all of this into a practical SaaS building series that shows real-world deployment and scaling with tools like JudoScale. Along the way, they weave in life updates about new babies, daycare costs, and even the power needs of AI data centers and nuclear energy.  Press download now to hear more! 

Links

• Chris Oliver X
• Andrew Mason Bluesky
• Judoscale- Remote Ruby listener gift
• Why Playwright Is Less Flaky Than Selenium by Justin Searls
• Rails Dev Container Images & Features
• Ruby on Mac
• Judoscale-Process Utilization: How We Actually Track That
• GoRails- Domain Monitor SaaS- Adding the Domain Model
• Cheeky Pint Podcast
• Smarter Every Day (YouTube)
• The Diplomat
• The Girlfriend

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

Andrew returns from SF Ruby with a lot more than conference swag! He brings a clear snapshot of where Ruby, Rails, and AI are headed right now. In this episode, he and Chris walk through the most impactful talks from SF Ruby, share highlights of engaging discussions with other developers and friends, reminisces about nostalgic tech items, and explores insightful conversations on the future of Rails, startup culture, AI's impact on programming, developer anxiety, and they share product ideas from Chris new SaaS series on GoRails to Andrew’s concept for a serious GitHub Actions monitoring tool. Hit download now to hear more! 

Links

• GoRails Black Friday Sale
• Judoscale- Remote Ruby listener gift
• Action Cable Next
• SF Ruby 2025 Ruby Conference
• GitButler
• Waymo
• Simple File Upload
• Callback Hell
• Action Cable Next 
• Ruby Was Ready From The Start by Obie Fernandez (Medium) 
• Flux
• GoRails: Markdown MIME Type & Renderer
• SF Ruby Sponsors

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

In this episode of Remote Ruby, Chris and Andrew have a lively conversation with Brendan Buckingham and Ryan Frisch from the Rails Business Podcast. They discuss their experiences and journeys with Ruby on Rails, starting from their early encounters with the technology to hosting a specialized Rails podcast. Critical technical topics are covered, including managing Stripe API data integrity, upgrading Rails applications, and using modern JavaScript tools like Turbo Frames and Turbo Streams. Brendan and Ryan also share how and why they started the Rails Business Podcast, the power of small community events, and how following your own frustrations often leads to the best product ideas. Hit download now to hear more! 

Links

• Judoscale- Remote Ruby listener gift
• Brendan Buckingham X
• Ryan Frisch LinkedIn
• Rails Business Podcast
• RailsConf 2014- Keynote: Writing Software by David Heinemeier Hansson
• Getting Real by David Heinemeier Hansson and Jason Fried
• This Week in Startups Podcast
• The REWORK Podcast (37signals)
• Basecamp
• In Defence of the Single Page Application by William Kennedy
• XO Ruby
• Jim Remsik LinkedIn

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

In this episode, guest Nate Berkopec joins Chris and Andrew to discuss the current state and cultural controversies surrounding Ruby Gems, Bundler, and open-source projects in general. The conversation dives into the split within the Ruby community, the complexities of maintaining key projects, and the challenges of funding and sustaining open-source work. Nate shares his experiences with Puma and his philosophy on community-driven contributions and project ownership. The episode also explores broader issues such as the feasibility of getting paid for open-source work, the role of corporate sponsorship, and the need for more inclusive participation in maintaining and evolving open-source software. Hit download now to hear more! 

Links

• Judoscale- Remote Ruby listener gift
• Nate Berkopec Website
• Nate Berkopec Bluesky
• Nate Berkopec Mastodon
• Nate Berkopec X
• Speedshop
• Learning from the RubyGems fiasco with Mike McQuaid (Homebrew) and Justin Searls (YouTube)
• gem.coop
• Spinel
• The Transition of RubyGems Repository Ownership by Matz (Ruby News)
• Is turbo in maintenance mode? #1456 (GitHub)

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

In this episode of Remote Ruby, Chris and Andrew catch up with Chris discussing the arrival of a new baby and the challenges of balancing work and parenting. Then, they dive into the complexities of dealing with OpenSSL 3.6 issues on their development environments, exploring various debugging attempts and ultimately finding a workaround. The conversation also touches on the ongoing drama within the Ruby community, expressing concerns about its impact and the need for unity. Additionally, they share thoughts on shows/series they’ve been watching and reflect on the joys and frustrations of nostalgic activities like building with Legos. The episode wraps up with a teaser about forthcoming features for Action Push, particularly for web notifications. Hit download now to hear more! 

Links

• Judoscale- Remote Ruby listener gift
• GitHub PR #949- certificate verify failed (unable to get certificate CRL) 
• Can I email
• Task
• The Girlfriend
• Memento
• The Usual Suspects
• The Bear
• carlhuda

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

In this episode of Remote Ruby, Chris is on paternity leave celebrating the birth of his son, so Andrew brings in Drew Bragg and Rachael Wright-Munn (aka ChaelCodes), to discuss recent controversies surrounding Ruby Central and its alleged takeover of Ruby Gems and Bundler. They dive into the timeline of events, conflicting narratives, communication failures, and the underlying security concerns. They address theories and facts, scrutinize the governance of Ruby Central, and discuss the implications for the Ruby community. The episode emphasizes the importance of asking questions and seeking clarity, while advocating for a balanced and constructive approach to resolving the community's issues. Hit download now to hear more! 

Panelist:

• Andrew Mason

Guests:

• Drew Bragg
• Rachael Wright-Munn

Sponsors:

• Honeybadger
• Judoscale

Links:

• Chris Oliver X
• Andrew Mason Bluesky
• Judoscale- Remote Ruby listener gift
• Drew Bragg Website
• Code and the Coding Coders who Code it- Drew’s Podcast
• Philly.rb
• Rachael Wright-Munn (ChaelCodes)- Website 
• Rachael Wright-Munn (ChaelCodes)-Twitch
• Rachael Wright-Munn (ChaelCodes)-Bluesky
• Ellen's first post on the RubyGems controversy  
• A board member's perspective on the RubyGems controversy  
• An Update From Ruby Central (Video)  
• Investigation reveals Shopify manipulated Ruby Central to force takeover of Bundler and RubyGems - GIGAZINE  
• Strengthening the Stewardship of RubyGems and Bundler  
• Martin Emde's post on Bluesky  
• Reddit post for "An Update from Ruby Central"  
• Bundler Policies on GitHub  
• Advocacy for Reduced Rails Usage  
• Alpha-Omega Project  
• Ruby Central News Post: Alpha-Omega support  

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

In this episode of Remote Ruby, Chris and Andrew chat with Travis Dockter, the founder of a brand-new Ruby conference, Blastoff Rails. They dive deep into Travis’s journey from business school to bootcamp, his love for conferences, and why he decided to organize one of his own in Albuquerque, New Mexico. From planning venues and sponsors to shaping a unique conference philosophy, Travis shares both the behind-the-scenes challenges and the excitement of creating a new community space for Rails developers.

Links

• Travis Dockter LinkedIn
• Travis Dockter X
• Blastoff Rails X
• Blastoff Rails-June 11-12, 2026, Albuquerque New Mexico
• Albuquerque Museum
• Pirates of Silicon Valley
• Kieran Klaassen X
• Ruby Conference Blog
• San Francisco Ruby Conference 2025, November 19-21
• terminal.shop (coffee shop)
• ThePrimeagen (YouTube) 
• Meow Wolf

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