Watching Everyone Else Win While You Start Over with John Bunzel

Reinvention sounds sexy on Instagram.In real life, it usually starts with loss, shame, fear, and the quiet realization that the dream you chased for decades is no longer working.In this episode of The Hidden Entrepreneur Show, Josh Cary sits down with John Bunzel for a raw and deeply human conversation about identity, ambition, and what it actually takes to rebuild your life when the original plan collapses.John’s story is not a highlight reel.Juilliard-trained actor.Successful playwright and screenwriter.Studio deals. Writers strikes. Hollywood politics.Then a complete pivot into movie finance, executive leadership, and eventually wealth management.This is not a story about quitting.It’s a story about choosing a future over an ego.If you are at a crossroads in your career, quietly questioning your path, or carrying shame about a dream that did not pan out, this conversation will hit home.What You’ll Learn in This EpisodeWhy Reinvention Often Requires Something to DieJohn explains why true reinvention is not about adding skills. It is about letting go of a former identity and being willing to grieve it.When the World Is Telling You It’s Time to PivotFrom studio heads getting fired to writers strikes shutting everything down, John shares how repeated external roadblocks can be signals rather than failures.The Dark Side of Chasing DreamsShame. Jealousy. Financial stress. Watching peers succeed while you feel stuck. John speaks honestly about the emotional toll of staying too long in the wrong chapter.Confidence, Creativity, and Why Pressure Kills BothWhy writers, creators, and leaders lose their edge when fear and survival replace belief, and how that loss shows up in performance.Identity Shifts Are the Hardest PartGoing from artist to executive. From creative to CFP. John breaks down why changing who you are in the world is far harder than learning a new skill.Why Letting Go Is Not Failure“It’s okay to let go of your dreams, as long as you dream new ones.” This episode reframes quitting as courage when done intentionally.What “Failure Is Not an Option” Actually MeansWhen responsibility, family, and reality collide, John explains how necessity forged a level of courage he never had before.Why Wealth Managers Are Not BoringA Juilliard-trained actor turned financial planner proves that lived experience, storytelling, and humanity matter more than job titles.