Chris Coyier: The Long Game of Maintaining CodePen

Chris Coyier, co-founder of CodePen, joins Robby to reflect on what it takes to maintain software over the long haul. Drawing from CodePen’s 15-plus-year journey, Chris shares lessons about balancing stability with innovation, navigating technical debt, and gradually evolving a product without losing sight of the people who depend on it. They discuss CodePen’s origins, the team’s ongoing migration from Rails to Go, the realities of building with a small engineering team, and why maintainability is often more about people than code.