Maintainable Software Podcast

Drawing from his experience at PagerDuty, Sentry, and now FusionAuth, he joins Robby to explore what happens when software becomes trusted infrastructure. Their conversation touches on API design, naming things, product management, self-hosted software, a

Machine learning systems can degrade even when the underlying code has not changed. Diana Pfeil of Sunbeam Consulting joins Robby Russell on Maintainable to explain how changing data, model behavior, and non-deterministic outputs create a different kind o

What does it take to keep a product healthy after more than 15 years of continuous evolution? In this episode, Robby Russell talks with Chris Coyier, co-founder of CodePen, about the long game of maintaining software. Chris shares how CodePen has evolved

Sally Lait joins Robby Russell on Maintainable to explore software maintainability through a different lens… not just code quality, but how teams work together over time. Sally is a fractional technology leader and advisor with more than two decades in th

Software maintenance is often framed as a technical problem. Refactoring code, fixing bugs, or upgrading dependencies. In this conversation, Robby Russell talks with Rein Henrichs about a different lens, one centered on understanding. Rein is a Principal

Software doesn't become hard to maintain only because the code is messy. It often becomes hard to maintain because the reasoning behind it disappears. In this episode of Maintainable, Robby Russell talks with Russ Olsen about trade-offs, legacy systems, a

Long-lived software systems rarely stay tidy. Over time they accumulate decisions, workarounds, and layers of history that can make even simple changes feel risky. For engineers responsible for maintaining those systems, the challenge often becomes less a

Maintaining software over time rarely fails because of one bad decision. It fails because teams stop getting clear signals… and start guessing.In this episode, Robby talks with Lucas Roesler, Managing Partner and CTO at Contiamo. Lucas joins from Berlin t

Rewrites are seductive. Clean slates promise clarity, speed, and "doing it right this time." In practice, they're often late, over budget, and quietly demoralizing.In this episode of Maintainable, Robby sits down with Brittany Ellich, a Senior Software En

Kent Beck: You're Ignoring Optionality… and Paying for ItIn this episode of Maintainable, Robby speaks with Kent Beck, a foundational voice in modern software development and author of Tidy First?. Kent joins from California to explore why optionality is