In The Know with Tony Reeves

I Bet On Myself: The Day I Walked Away From Everything Safe.


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WHat does it really feel like to walk away from everything safe?In this episode, I share one of the most pivotal moments of my life — the day I resigned my commission in the U.S. Navy, packed my entire world into a car, and drove toward a future I couldn’t predict.
Most people call transitions like this “starting over,” but that’s not the truth.You’re not starting over — you’re starting fresh in unfamiliar territory, carrying all the lessons, scars, discipline, and wisdom from every chapter you’ve survived.

In 1998, I left a stable military career, a strong professional network, and a solid identity to take a risk on myself and attend Florida State University College of Law. What followed was a battle between comfort and calling, between fear and purpose, and between the life I knew and the future I hoped for.
This episode walks through:
  • Why safety can become a cage
  • How imposter syndrome tries to talk you out of your dreams
  • The quiet, unglamorous reality of major life transitions
  • The emotional turmoil of driving toward the unknown
  • The unexpected blessing that confirmed I was on the right path
  • Why starting fresh doesn’t erase your past — it elevates it

If you’ve ever stood at a crossroads — knowing that comfort is killing your growth, but fear is holding you back — this episode is for you.
Your next chapter won’t wait on your comfort.Sometimes the strongest thing you can do… is bet on you.

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In The Know with Tony ReevesBy Anthony Reeves