1:19 — F1 Experience & Japan Sabbatical
7:14 — The Bear Encounter
11:14 — Mentorship & Entrepreneurship
15:30 — From Flipping Houses at 19 → Property Management
18:36 — Oregon Rent Control & Market Reality
24:28 — Investor Strategy & Property Management Insights

Nick Cook started flipping houses at just 19 years old—during the height of the NINJA loan era. Today, he leads one of Oregon’s top property management companies and helps real estate investors navigate one of the most complex rental markets in the country.

In this episode, David Moore sits down with Nick Cook of SleepSound Property Management to break down Oregon’s statewide rent control law, what it actually means for landlords, and how investors should be thinking about Portland real estate today.

We also cover:

• Why rent control can lead to higher rents over time
• What most property managers don’t tell owners
• How to evaluate Portland as a long-term vs. short-term investment
• The biggest mistakes landlords make (and how to avoid them)
• Nick’s journey from flipping houses at 19 to building a successful company

Whether you're a real estate investor, landlord, or considering a 1031 exchange, this episode offers practical insights you can apply immediately.

About Equity Advantage

Equity Advantage specializes in 1031 exchanges, helping investors defer capital gains taxes and build long-term wealth through real estate.

👉 Learn more: https://www.1031exchange.com/
📞 Contact us: 503-635-1031

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