Code with Jason
by Jason Swett
Latest episode
336 - Riccardo Carlesso, Co-Organizer of Rubycon Italy
336 - Riccardo Carlesso, Co-Organizer of Rubycon Italy
About this podcast
On the Code with Jason podcast I discuss technical topics with interesting people. Guests include people from companies like GitHub, Google and Stripe.
Episodes
The newest 50 of 339 episodes
- 336 - Riccardo Carlesso, Co-Organizer of Rubycon Italy · 46 minIn this episode I talk with Riccardo Carlesso, Google developer advocate and co-founder of Rubycon, a Ruby conference held in Rimini, Italy in May 2026. Riccardo explains how a…
- 335 - Blastoff Rails: Starting a Ruby Conference from Scratch with Travis Dockter · 54 minIn this episode I talk with Travis Dockter, organizer of Blastoff Rails in Albuquerque. When Sin City Ruby and RailsConf both ended, Travis decided to start his own conference…
- 334 - Merge Queues and Building Mergify with Julien Danjou · 55 minIn this episode I talk with Julien Danjou, CEO of Mergify, about merge queues: why PRs that pass CI separately can still break main together, and how testing changes in a queue…
- 333 - Kevin Dias, Author of The Problem-First Method · 57 minIn this episode, I talk with Kevin Dias about his journey from investment banking to programming in Japan, building Ambiki for speech language pathologists, and tackling feature…
- 332 - Roy Tomeij, Co-Founder of AppSignal · 1 h 3 minIn this episode I talk with Roy Tomeij, co-founder of AppSignal, about how AppSignal started in 2012 as a Rails-only APM tool when everyone used New Relic, and how it grew to…
- 331 - Eleni Konior on Using AI Without Reinventing the Wheel · 57 minIn this episode I talk with Eleni Arvanitis Konior, returning to the show, about the downsides of AI: people using it to reinvent the wheel, AI slop in code and on social media…
- 330 - Irina Nazarova on SF Ruby Conference, Structured Networking, and Ruby Hiring · 1 h 7 minIn this episode I talk with Irina Nazarova, CEO of Evil Martians and organizer of SF Ruby, about the 2026 San Francisco Ruby Conference. We get into her plan to make structured…
- 329 - Adam Dawkins, CTO of Dragon Drop, Returns · 1 h 0 minIn this episode I talk with Adam Dawkins about the paradigm shift in development with AI, how expectations have changed, and the essential principles of good software design. We…
- 328 - Mike Bowler - Agile Coach, Trainer & Consulting Hypnotist · 27 minIn this episode I talk with Mike Bowler about teaching psychological safety in teams, using affect labeling to manage stress, and exploring motivation models like…
- 327 - Will Carey, CTO of Brand New Box · 56 minIn this episode I talk with Will Carey, CTO of Brand New Box, about evolving software development practices, the shifting role of AI in coding, and the importance of…
- 326 - Bruno Sutic, Creator of RailsBilling · 57 minIn this episode, I talk with Bruno Sutic about his journey creating Ruby and Rails projects, including a modern broken link checker and RailsBilling, a gem for advanced Stripe…
- 325 - Adam Burgess, Creator of Domain Tracker · 46 minIn this episode I talk with Adam Burgess about his unique journey from accounting to software engineering. We discuss his career transition, the coding bootcamp experience…
- 324 - Renaissance Code 2026 Speaker Dave Thomas: Fundamentals of Software Development · 52 minIn this episode I talk with Dave Thomas about the rapid changes in technology and the importance of returning to software development fundamentals. We discuss the pitfalls of…
- 323 - David Yanacek on 20 Years of Innovation at AWS · 1 h 10 minIn this episode I talk with David Yanacek about his journey from operating Amazon's web server fleet to revolutionizing DevOps at AWS. We discuss AI in software development…
- 322 - Joe Masilotti · 1 h 1 minIn this episode I talk with Joe Masilotti about his new podcast with Colleen Schnettler, 'Permission Not Required.' We discuss how two independent consultants navigate the…
- 321 - Uncle Bob Martin · 59 minIn this episode I talk with Bob Martin about his work with programming languages using AI, the essence of software engineering, and why understanding epistemology matters for…
- 320 - John Nunemaker of Fireside.fm, Box Out Sports and Very Good Software · 58 minIn this episode I talk with John Nunemaker about his journey with Ruby, acquiring Fireside.fm, and his ventures in software focused on podcast hosting and feature flag services…
- 319 - Kellen Presley of Rhizome Compliance · 1 h 1 minIn this episode I talk with Kellen Presley about Rhizome Compliance, an anti-money laundering platform. We discuss the challenges of gaining initial customers, leveraging AI with…
- 318 - Adam Dawkins, CTO of Dragon Drop · 53 minIn this episode I talk with Adam Dawkins, CTO of Dragon Drop, about building internal tools using Ruby on Rails, the challenges of growing codebases, and how to effectively…
- 317 - Edward Tewiah, Creator of PropertyWebBuilder · 51 minIn this episode I talk with Edward Tewiah about his journey with PropertyWebBuilder, a Ruby on Rails toolkit for real estate websites. We discuss the challenges of building a…
- 316 - Adapting to AI in the Agency World with Errol Schmidt · 1 h 3 minIn this episode I talk with Errol Schmidt from reinteractive about the evolving role of development agencies amid rapid AI advancements. We explore the impact of AI tools on…
- 315 - Dave Thomas, RubyConf 2026 Keynote Speaker · 1 h 8 minIn this episode, I talk with Dave Thomas about RubyConf 2026, the essence of a good conference, and the philosophy of programming, including abstraction and the art of using AI…
- 313 - David Santoro, CTO of Carwow · 57 minIn this episode I talk with David Santoro, CTO of Carwow, about his journey from startup co-founder to leading a large engineering team. We discuss carwow's evolution, their…
- 312 - AI, Observability, and Entrepreneurship with John Gallagher · 60 minIn this episode I talk with John Gallagher about changes in AI over the last 18 months and the impact of luck on success. Links: John's LinktreeJoyful ProgrammingJohn's…
- 311 - Tyler Ewing, Creator of Ductwork · 1 h 8 minIn this episode I talk with Tyler Ewing about Ductwork, his innovative workflow framework for Ruby and Rails. We explore its unique position between background job libraries like…
- 310 - Brad Taylor, Fractional CTO · 1 h 0 minIn this episode I talk with Brad Taylor about his journey as a fractional CTO and advisor for various companies. We discuss his experience with open source medical records, the…
- 309 - How I Built SaturnCI (Starring JP Camara) · 1 h 17 minIn this episode I talk with JP Camara about RubyConf 2026, submitting CFPs, and why everyone should give talks. JP shares his experience using SaturnCI on the Mastodon project…
- 308 - Christian and Jason Fail to Talk About AI · 1 h 24 minIn this episode I talk with Christian Genco about IQ, the pros and cons of high intelligence, the Big Five personality traits, evolutionary differences between men and women…
- 307 - Kody Kendall, Co-Founder and CEO of LlamaPress AI · 1 h 23 minIn this episode I talk with Cody Kendall about building software for his dad's HVAC business, learning usability testing, pivoting from contractor software to AI-generated code…
- 306 - Steve Pike, Co-Founder of Infield · 59 minIn this episode I talk with Steve Pike, founder of Infield, about dependency management and automated Rails upgrades. We discuss the tradeoffs of taking on dependencies…
- 305 - Sean Schertell, CEO and Founder of Codepilot · 1 h 10 minIn this episode I talk with Sean Schertell about his return to Rails after many years in JavaScript, the pain of node module hell, Kamal for deployment, and Sean's new startup…
- 304 - Abstraction and Consciousness with Christian Genco · 1 h 20 minIn this episode I talk with Christian Jenko for round two. We explore abstraction as the most important idea in software, Michael Singer's philosophy on consciousness and…
- 303 - Christian Genco, Founder of Fileinbox · 1 h 11 minIn this episode I talk with Christian Genko, founder of Fileinbox. We discuss bootstrapping SaaS products, finding business ideas through openness rather than forcing, how LLMs…
- 302 - Miles Woodroffe, CTO of Mindful Chef · 60 minIn this episode I talk with Miles Woodroffe, CTO of Mindful Chef. We discuss his music career touring with The Specials and working with Bob Dylan and Ray Charles, how he…
- 301 - Bekki Freeman, Staff Software Engineer at Caribou and Co-Organizer of Rocky Mountain Ruby · 53 minIn this episode I talk with Becky Freeman, staff engineer at Caribou and co-organizer of Rocky Mountain Ruby, about legacy code, refactoring long-running applications, and the…
- 300 - TDD and AI with Paul Hammond · 1 h 25 minIn this episode I talk with Paul Hammond about TDD as a discoverable principle—something alien programmers would independently arrive at. We discuss my "specify, encode, fulfill"…
- 298 - AI-Assisted Rails Upgrades with Ernesto Tagwerker · 47 minIn this episode I talk with Ernesto Tagwerker about using AI for Rails upgrades, AI as an unblocking tool rather than just a speeder-upper, and the dangers of AI-generated…
- 295 - Freelancing and Consulting with Wale Olaleye · 1 h 5 minIn this episode I talk with Wale Olaleye about finding consulting clients through referrals and word of mouth. We discuss the "hunting vs farming" analogy for marketing…
- 296 - Software Design Principles with Andrea Laforgia · 1 h 8 minIn this episode I talk with Andrea Laforgia about programming principles, why good code is code that's easy to change, and his motto: "write your code so it can be easily…
- 299 - Eleni Konior, Senior Staff Software Engineer at Cisco Meraki · 57 minIn this episode I talk with Eleni Konior about her path from economics to graphic design to programming, and how creative skills benefit technical work. We discuss building…
- 293 - Cory Zue, Solopreneur · 58 minIn this episode I talk with Cory Zue about his solopreneur journey building SaaS Pegasus, a Django boilerplate product. We discuss AI's potential impact on the business of…
- 297 - AI-Assisted Coding with Steven Diamante · 1 h 7 minIn this episode I talk with Steven Diamante about coaching teams on XP practices and AI coding agents. We discuss why change is so hard (people have to want it), his success…
- 294 - The Dubious Idea of Code Reuse with Dave Thomas · 1 h 18 minIn this episode I talk with Dave Thomas about why code reuse is overrated, the economics of programming principles, and why we can't empirically test whether practices work—we…
- 291 - Joel Drapper · 1 h 23 minIn this episode I talk with Joel Drapper about defect-free development—not just automated testing, but the full spectrum: linting, static typing, database constraints, and…
- 292 - Kendall Miller, CEO and Founder of Maybe Don't AI · 1 h 2 minIn this episode I talk with Kendall Miller about MCP (Model Context Protocol) and why AI agents need third-party guardrails. His company Maybe Don't sits between AI agents and…
- 289 - Lio Lunesu, CTO at Defang · 52 minIn this episode I talk with Lio Lunesu, CTO of Defang, about infrastructure as code, Docker, and Docker Compose. Defang compiles Docker Compose files into cloud infrastructure…
- 290 - Dead Man's Snitch with Chris Gaffney · 59 minIn this episode I talk with Chris Gaffney about Dead Man's Snitch, a cron job monitoring service he's run full-time for six years after Collective Idea acquired it at a very…
- 286 - Darwin, Science and Programming with Kate Holterhoff · 56 minIn this episode I talk with Kate Holterhoff, senior analyst at RedMonk, about her PhD research on Darwin's methods, speculation in science, and how 19th century evolutionary…
- 288 - Ryan Frisch and Brendan Buckingham, Co-Hosts of the Rails Business Podcast · 1 h 9 minIn this episode I talk with Ryan Frisch and Brendan Buckingham from the Rails Business Podcast about whether info products are viable in the Rails community, how business ideas…
- 287 - Jeff Casimir, Founder of Turing School · 1 h 24 minIn this episode I talk with Jeff Casimir, founder of Turing School, about why AI is far down his list of reasons for the tech job market downturn—he points instead to…







