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September 1, 2025 63 mins

Kyle Negrete – Living as an Adventure Capitalist

What does it mean to live a life fully awake, fully present, and fully alive? In this inspiring conversation, Kyle Negrete — entrepreneur, founder of mental health startup Kinship, and managing director of Harpeth Group — joins Jake Oswald to share his journey from Wall Street banker to what he calls an “adventure capitalist.”

Kyle opens up about:

  • Leaving a comfortable career in New York to spend two years in Haiti
  • How solitude and hardship helped him discover who he truly was
  • Why character and integrity matter more than fame, money, or talent
  • What it means to “emerge” from the sidelines of your own story
  • Stepping into a new season of kingship, responsibility, and service
  • The mindset shifts behind building one of the most connected networks in the world
  • How joy, generosity, and presence can transform every relationship

Kyle’s story is one of courage, hunger, and becoming the kind of person who builds longer tables instead of higher walls. Whether you’re wrestling with doubt, longing for deeper purpose, or simply looking for the next step in your own journey, this episode will challenge and encourage you to live a more integrated life.

TIMESTAMPS

0:00 – Introduction to Kyle: entrepreneur, connector, “adventure capitalist”

2:00 – What adventure capitalism means as a life philosophy

4:00 – From Wall Street to Haiti: leaving comfort for calling

6:00 – Facing the inner critic and the power of solitude

9:00 – Two years of open-heart surgery: integrity, character, and collapse

14:00 – Hunger that exceeds comfort: emerging from the brush

18:00 – Current season: systems, control, and stepping into kingship

22:00 – “When you know who you are, you can give it away”

26:00 – Student, warrior, king, sage: the progression of a life

32:00 – David, Jonathan, and the power of true friendship

37:00 – Covering in battle: leadership and the shield of faith

42:00 – Building one of the most connected networks in the world

46:00 – The ministry of presence: attention as the rarest generosity

50:00 – Joy vs. happiness: finding an inside-out life

58:00 – Final question: Kyle’s prayer over the last decade

1:00:00 – Closing prayer and how to connect with Kyle

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