Steve Evans, former SVP of Engineering at Chegg, joins Ganesh Datta to explore why the microservices revolution created a new class of hidden costs that most engineering organizations never see coming. Steve shares his firsthand experience watching a 300-person org slowly get dragged down by an expanding empire of micro-repos, and why the real damage shows up not in outages, but in the cognitive tax on developers every single day.

Steve and Ganesh discuss why traditional engineering metrics like cycle time and deploy frequency can paint a dangerously misleading picture, how business context breaks down as it cascades through an org, and why round tables—not all-hands meetings—are the best way to diagnose where context stops flowing.

Jeff Schnitter, Solution Architect at Cortex and former developer experience leader at Workday, joins Ganesh Datta to explore why changing engineering culture requires starting with pain points rather than jumping to solutions. Jeff shares his experience shifting from a standardization mindset to an outcomes-based approach, the critical lesson that software development is "more faith-based than tech-based," and why new employees are uniquely valuable for questioning the status quo.

Fred Mare, a principal engineer at Xero, joins Ganesh Datta to explore why production readiness should be framed around the customer experience rather than internal operational concerns. Fred shares Xero's approach to confidence scores—a signal that aggregates quality metrics, change size, and test coverage to predict the impact of any deployment on end users.

Fred and Ganesh discuss criticality tiering based on customer jobs to be done, why automation is essential to avoid overloading engineering teams, the inseparable relationship between security and production readiness, and why the best advice for starting a production readiness program is to start small and treat it as a journey.