Wealthyist

In this episode of The Wealthyist, Kent Halleen sits down with John Choate — former Navy SEAL officer, successful entrepreneur, and founder of Apogee Travel, a transparent hotel booking platform that supports veteran causes and charities like St. Jude.
John shares hard-earned leadership lessons from the SEAL teams that translate directly to building high-performing businesses and living a wealthy, purposeful life. Key topics include:
  • Anticipating the “adversary’s vote” and stress-testing plans (the military “murder board” approach)
  • The power of decentralized command and building a culture that allows smart failure
  • Why the right people always matter more than perfect processes
  • The challenge high-achievers face when transitioning out of high-intensity careers — and how the drive never really turns off
  • Current trends in physical security for ultra-high-net-worth individuals (the shift to low-visibility, concierge-style protection)
Blending battlefield discipline with entrepreneurial wisdom, John delivers practical, no-nonsense insights on leadership, legacy, risk, and staying grounded while chasing meaningful success.

A must-listen for executives, founders, and anyone building wealth with impact.

What is Wealthyist?

Wealthyist, the podcast that discusses the lifestyles, choices, and strategies of the wealthy. Each week, the Annex Private Client team talks to experts in a variety of areas to discuss trends and paths visited by people who have built or are in the process of building significant wealth.