Every Organization Is a System. Are You Designing It or Just Living in It?
Have you ever felt like you're solving the same problems over and over, just in different forms? That's usually a sign...
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 Director to CTO Path: How to Follow It, or How to Mentor It
The path from Director to CTO isn't a single ladder. It's a gradual expansion across three dimensions: your focus widen...
Talking to Executives: That's Not a Derailment, That's the Meeting
Have you ever had an executive interrupt your presentation and completely take the conversation somewhere you weren't expecting? That's not a derailment. That's the meeting.
In this episode,...
The Shift to Managing Managers
Moving from managing individual contributors to managing managers requires a fundamental shift that many leaders strugg...
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...
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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