In 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 flexible UI, meeting client needs, and how AI is revolutionizing Edwa...

In 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 productivity and the future of software development, as well as the cu...

In 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 in coding.Links:

In 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 focus on scalability, and how they tackled growth challenges across di...

In 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 Linktree

In 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 Sidekiq and heavier solutions like Temporal, and how Ductwork aim...

In 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 importance of business objects, and navigating complexity in softwa...

In 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, and we dig into Saturn CI's Docker-based setup, Kubernetes architec...

In 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, hypergamy, the origins of money, and whether Yuval Harari's "shared f...

In 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, and why he built LlamaPress.

In 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, authorization libraries like CanCanCan versus Pundit, open source maintain...

In 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 ZiaMap for land surveyors.Links:

In 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 thoughts, whether AI can become conscious, and how our mental abstraction...

In 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 have changed development workflows, TDD with Claude Code, and the e...

In 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 transitioned into tech, building great teams, and finding people who enjo...

In 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 psychological skills required to get team buy-in for technical impro...

In 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" formulation, why programming needs theory instead of rules of thu...

In 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 customer-focused features, the importance of assuming the customer's ro...

In 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 "speculative code" that adds liability without value.Links:

In 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 turning an underperforming team around through weekly learning hours, ...

In 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 deleted." We discuss technical debt as an operating model, the fallacy of...

In 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, simplifying your pitch, filtering clients with deposits, and how genuine c...

In 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 have to scrutinize the arguments behind them. Dave also discusses hi...

In 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 selling code, the financial anxiety that persists even when things are g...

In 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 MCP servers to prevent disasters—because AI sometimes solves problem...