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How to Build a 7-Figure Real Estate Portfolio From Scratch

In this episode, we sit down with Josh, a real estate investor who made the incredible journey from a dream job in corporate sales at Oakley and Trek Bikes to building a thriving real estate business.

Josh shares the raw, unfiltered story of why he walked away from a successful career in the action sports industry to pursue financial freedom through real estate investing. We dive deep into the mindset shifts, the challenges of starting over, and the critical role his faith has played in his success.

📌 Key Topics:

• ✅ The exact moment to leave a W2—and the safety nets to stack first
• ✅ Our three-option framework for sellers: retail, real cash, or creative terms
• ✅ How to use subject-to/seller finance ethically (and where it goes wrong)
• ✅ Building real deal flow through community, not cold DMs
• ✅ Intrinsic drive vs. borrowed motivation—and how to self-govern daily
• ✅ Bringing faith and integrity into business without being weird
• ✅ A practical, boring definition of freedom that actually holds up

Chapters:

00:00 Introduction and Initial Real Estate Deal
00:14 Career Struggles and Turning Point
00:24 Discovering Real Estate
00:52 Podcast Introduction and Guest Background
02:51 College Years and Early Career
11:27 Transition to Real Estate
19:27 Applying Past Skills to Real Estate
28:04 Faith and Business Integration
37:31 Navigating Community and Belonging
37:45 Challenges in Building Community in Santa Cruz
39:52 Marriage Counseling and Community Loss
40:48 Moving to Omaha and Building New Communities
42:16 The Sub Two Community and Real Estate Networking
45:24 Intentional Networking and Business Growth
57:22 Creative Financing in Real Estate
01:02:20 Risks and Protections in Subject To Deals
01:07:16 The Value of Community and Mentorship
01:13:22 Defining Freedom and Personal Goals
01:15:42 Closing Thoughts and Contact Information