The Shift to Managing Managers
Moving from managing individual contributors to managing managers requires a fundamental shift that many leaders strugg...
It Depends
Lessons in Technology Leadership
Kevin Goldsmith brings you lessons and advice from decades in the technology industry.
Listen on:
Recent Episodes
Leading What You've Never Done Before
Leading What You’ve Never Done Before is an episode about a leadership challenge almost everyone hits as they grow: your scope expands faster than your resume.
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...
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...
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.
Learn More