Listen: Check out all episodes on the My Favorite Mistake main page. My guest for Episode #301 of the My Favorite Mistake podcast is Jonathan Small, an award-winning journalist, …
The Promotion That Burned Her Out—and Changed How She Thinks About Culture
When Jessica Kriegel accepted what felt like a dream promotion at Oracle, she didn’t expect it to nearly break her. In just six intense weeks, the role led to burnout—but also sparked the insights …
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Founder Brian Gottlieb on Building a $200M Company and Learning from Mistakes
What if a decision you regretted for decades turned out to be the reason everything worked? Brian Gottlieb shares how skipping college became the mistake that pushed him to build a $200M business—and …
Exploring Character-Driven Leadership and Learning from Mistakes with Kimberley Milani
What happens when the “smart, practical” career choice turns out to be the wrong one—and leads you somewhere far more meaningful? Kimberley Milani shares how an early academic misstep helped shape her …
Brian Biro Shares Timeless Wisdom from John Wooden and Pat Summit
What if success isn’t about winning more—but about being more present? Brian Biro shares a deeply personal mistake that reshaped his life, along with timeless leadership lessons from legendary coaches …
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Lynn Kelley on Leading Change — and the Mistakes That Finally Made It Work
Why do smart change initiatives still fail—even with the right tools and intentions? Lynn Kelley shares the career mistake that reshaped how she leads change across healthcare, manufacturing, …
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