Success Makes You Dangerous: Why Comfortable Leaders Stop Growing
In this episode, Kevin tackles a paradox that most leaders don't see coming: the moment you get comfortable in your rol...
It Depends
Lessons in Technology Leadership
Kevin Goldsmith brings you lessons and advice from decades in the technology industry.
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Recent Episodes
The Right Amount of Process: Finding the Balance Between Chaos and Bureaucracy
In this episode of It Depends: Lessons in Technology Leadership, Kevin Goldsmith tackles one of the most conte...
Technical Debt Isn't the Enemy: A Strategic Framework for Engineering Leaders
In this episode, Kevin tackles one of the most misunderstood topics in software development: technical debt. Drawing on his experienc...
Demystifying Board Meetings: A CTO's Perspective
In this episode, Kevin breaks down what really happens inside a company board meeting: why they exist, what gets discussed, and why they carry so much weight for an executive team. Drawing from a d...
Crafting a Technical Strategy
In this episode of It Depends: Lessons in Technology Leadership, Kevin Goldsmith breaks down what it really means to craft a technical strategy that aligns your engineering organization wi...
Making Technology Choices That Last
Avoiding shiny object syndrome, encouraging curiosity, and building a system for smart adoption
Every few years, a new wave of technology arrives promising to change everyt...
About the Podcast
"It Depends" explores the complex decisions and trade-offs that define technology leadership. Each episode dives deep into real-world scenarios, sharing practical insights from Kevin's extensive experience in the tech industry.
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