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December 2025

Empathy After Authority: Leadership in the Post-AI Organization
Leadership strategist Cedric B. Howard joins me to unpack why traditional hierarchy is quietly collapsing and why empathy, clarity, and non-positional…
 • Doug Utberg
25:19
Who Needs a Stable Job Anyway? | Dominic Levesque
Former HR executive Dominic Levesque joins me to challenge the myth of career stability—and explain why comfort is often the most dangerous risk of all.
 • Doug Utberg
29:54
Coming Back Home: Identity, Ego, and the Real Work of Leadership
Former Army officer and tech founder Socratese Rosenfeld joins me to talk about a kind of “return” most leaders never realize they need: not a return to…
 • Doug Utberg
32:10
Stepping Out of a Career That Was Actually a Trap
Most people don’t realize the “dream job” they’re chasing is actually a very elegant trap.
 • Doug Utberg
26:39
Burning Down the Monster: Why Darnyelle Jervey Harmon Walked Away from a Seven-Figure Business
Most founders glamorize seven figures—until they’re the ones trapped inside the machine they built.
 • Doug Utberg
27:28

November 2025

Money ≠ Success: How Meaning, Flexibility & Real Life Redefine Winning
People-ops veteran Meg Crosby joins me to dismantle the biggest myth founders inherit from corporate life: that success = money.
 • Doug Utberg
34:32
From Managing Money to Making Media — Why Your Second Act Might Be Your Real One
Former wealth manager turned media founder Adam Torres joins me to break down what actually happens when you stop chasing the “safe” path and start…
 • Doug Utberg
40:03
Becoming Braver, Burning the Old Life, and Why Minimalism Makes Better Entrepreneurs
Most founders think their “second life” starts with a breakthrough. Usually, it starts with a breakdown.
 • Doug Utberg
25:32
Making the Invisible Visible: Cybersecurity, Reinvention, and the Real Risks Leaders Ignore
Most founders treat cybersecurity like plumbing—important, but only when it breaks. Scott Aldridge wants you to see it for what it actually is: the…
 • Doug Utberg
31:00
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