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June 3, 2025 51 mins

What do you do when you don’t know what you want to be? If you’re Matt McDonnell, you grab a duffel bag, live on sailboats, study law, launch startups, and raise capital — all while chasing curiosity instead of credentials.Matt’s journey is anything but linear. From backpacking in the Adirondacks to pitching investors in Austin, he’s built a life on the belief that you don’t have to follow the rules to make something real.In this episode, we talk about:

  • How Matt went from sea kayaker to serial entrepreneur
  • Why most jobs don’t even exist when you graduate
  • The power (and limits) of mentors — and why coaching matters more now
  • Why confidence is keeping promises to yourself
  • How growing up with uncertainty made him more resilient

If you’ve ever wondered whether you're “behind” or “off track,” this episode is your reminder: you’re exactly where you need to be.🎧 Available now on Spotify, Apple Podcasts, and wherever you listen!

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