AI development in Ruby — tools, workflows, and the future of the craft
Joe Leo
Def Method
Valentino Stoll
Co-host
Ruby turns 30, Ruby 4 quietly ships, and the AI tooling arms race shows signs of maturity. Valentino and Joe unpack what stability really means for a language in its third decade, debate agent-driven development, AI “slop,” binary distribution, and whether open source incentives are breaking down—or simply evolving.
Listen & Read Transcript →
with Evan Phoenix
In this episode of the Ruby AI podcast, hosts Valentino Stoll and Joe Leo engage with Evan Phoenix, a seasoned Ruby programmer and CEO of Mirren. The conversation explores Evan's unique name origin, his career trajectory, and the integration of AI in development workflows. They discuss the distinction between real and fake AI in products, the impact of AI on engineering practices, and the future of AI in development tools. Evan shares insights on performance optimization, human-centric AI intera
Listen & Read Transcript →
with Chris Hasinski
In this episode of the Ruby AI Podcast, hosts Valentino Stoll and Joe Leo
Listen & Read Transcript →
with Carmine Paolino
In this episode of the Ruby AI Podcast, hosts Joe Leo and his co-host interview Carmine Paolino, the developer behind Ruby LLM. The discussion covers the significant strides and rapid adoption of Ruby LLM since its release, rooted in Paolino's philosophy of building simple, effective, and adaptable tools. The podcast delves into the nuances of upgrading Ruby LLM, its ever-expanding functionality, and the core principles driving its design. Paolino reflects on the personal motivations and communi
Listen & Read Transcript →
with Avi Flombaum
In this episode of the Ruby AI Podcast, hosts Valentino Stoll and Joe Leo are joined by Avi Flombaum, the founder of Flatiron School. Avi talks about the origins of Flatiron, the success it achieved, and the educational methods used to teach programming, emphasizing on the importance of understanding code deeply and leveraging AI efficiently. He discusses the challenges and changes in the industry, particularly with the rise of AI, and provides insight into modern workflows and product developme
Listen & Read Transcript →
with Justin Searls
In this episode of the Ruby AI Podcast, co-hosts Valentino Stoll and Joe Leo engage in a lively discussion with guest Justin Searls. They explore the evolving landscape of software development with agentic AI tools, comparing traditional agile methodologies with emerging AI-driven practices. Justin Searls his experiences with refactoring and the challenges of integrating AI tools into development workflows. The conversation touches on the suitability of AI in coding, philosophical perspectives o
Listen & Read Transcript →
with Amanda Bizzinotto
In this episode of the Ruby AI Podcast, co-hosts Joe Leo and Valentino Stoll, alongside guest Amanda Bizzinotto from Ombu Labs, delve into the ongoing controversy within the Ruby community involving Ruby Central, Shopify, and Bundler/Ruby Gems. While both Valentino and Amanda share their perspectives on the situation, the conversation swiftly transitions into Amanda's journey and current work in AI and machine learning at Ombu Labs. The episode highlights various AI initiatives, including the cr
Listen & Read Transcript →
In this episode, Valentino Stoll and Joe Leo unpack the widening gap between headline-grabbing AI salaries and the day-to-day realities of building sustainable AI products. From sports-style contracts stuffed with equity to the true cost of running large models, they explore why incremental gains often matter more than hype. The conversation dives into the messy art of benchmarking LLMs, the fresh evaluation tools emerging in the Ruby ecosystem, and new OpenAI features that change how prompts, t
Listen & Read Transcript →
with Chad Fowler
Veteran Rubyist and investor Chad Fowler sits down with hosts Valentino Stoll and Joe Leo to unpack why generative AI is less a magic trick and more the next big layer of abstraction. From his days rewriting Wunderlist in multiple languages to today’s LLM-driven code generation, Chad explains how small, well-typed modules, strong conventions and agent-based workflows could let humans design systems while machines write the code. The trio debate Python vs. Ruby, micro-services vs. monoliths, cogn
Listen & Read Transcript →
with Kieran Klassen
In this episode of the Ruby AI Podcast, host Valentino Stoll talks with special guest Kieran, a prominent figure in the Ruby AI space. Kieran recently gave a talk at the San Francisco Ruby Meetup about his new gem, Leva, which focuses on LLM evaluations in Ruby. Kieran discusses his background, his passion for AI and Ruby, as well as his journey in building AI products, including his tool Cora, which helps manage email inboxes by categorizing and summarizing emails using AI. Together, Valentino
Listen & Read Transcript →
with Obie Fernandez
Ruby legend Obie Fernandez joins hosts Valentino Stoll and Joe Leo to unveil Roast—the new open-source Ruby framework for declaring reliable AI workflows—and celebrate the 1.0 release of its engine library, Raix. The trio dig into agent swarms, prompt-engineering best practices, code-base refactors, and why unleashing creativity matters more than ever in an AI-driven future."
Listen & Read Transcript →
with Justin Bowen
Seventeen-year Ruby veteran Justin Bowen joins hosts Valentino Stoll and Joe Leo to unveil Active Agent—a Rails-native framework that treats every agent like a controller and every prompt like a view, letting you weave LLMs, vector search, and business logic straight into MVC.
Listen & Read Transcript →
with Scott Werner
Scott Werner—author of the Works on My Machine newsletter and creator of the Sublayer AI-agent framework—joins Valentino and Joe for a fast-moving conversation on how Rubyists are bending large-language models to their will. We unpack Sublayer’s “generators + actions” architecture, the delightfully chaotic Monkey’s Paw prompt-driven web framework, and Phoenix’s AI-generated test suites, all while debating what remains uniquely human in an age of code that writes itself. If you care about Ruby, r
Listen & Read Transcript →
Valentino Stoll and co-host Joe Leo kick off The Ruby AI Podcast with a candid deep-dive into what it really takes to ship AI-powered products in Ruby today. From the origin story of Joe’s test-writing automation platform Phoenix to the surge of new Ruby-first agent libraries, the duo explore why the community is approaching a tipping point, how to escape “chat-bot-only” thinking, and where reactive, evaluation-driven tooling is headed next. Along the way they trade war stories about semver mish
Listen & Read Transcript →
