Episode 517: Why "Hustle Culture" Almost Broke Me & Built A Business That Runs Without Me with Jason Wojo

Jul 23, 2025

28:22

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In this episode, we’re sitting down with Jason Wojo, CEO and owner of Lifeonaire, to explore how real estate investors and entrepreneurs can build businesses that truly support the lifestyle they want—not enslave them. From earning a PhD to leaving science for flipping houses, Jason’s journey is anything but ordinary. He shares how he transitioned from rehabbing homes to coaching others on creating vision-driven businesses that don’t sacrifice life in the name of success.

You’ll hear Jason’s biggest mistakes, lessons from $90K in credit card debt, and why “grind culture” is not the path to freedom. Whether you’re just getting started or leveling up, this conversation will push you to rethink what wealth really means, how you spend your time, and how to build a business that supports—not sabotages—the life you actually want.

Key Talking Points of the Episode

00:00 Introduction

01:57 Jason’s backstory: From scientist to entrepreneur

04:07 How Jason got into real estate investing

05:41 The real estate trap: Early success, then burnout

06:29 From member to coach to CEO in Lifeonaire

07:11 Jason’s journey in real estate: Rehabbing, wholesaling, new construction, lending

08:01 The impact of having mentors throughout your career

10:39 How to overcome the fear of speaking to people about your deals

15:00 3 mistakes that nearly derailed Jason’s business

17:39 What Lifeonaire actually does and how it helps entrepreneurs

20:02 The danger of shiny object syndrome in real estate