Financial Freedom through Out-of-State Rentals - with Garrison Haddon 

23 Feb 2026 · 34 min
34:19

In this Owner Meeting Podcast episode, host Christian Osgood interviews real‑estate investor Garrison Haddon about his out‑of‑state investing strategy, focusing on Lexington, Kentucky. Garrison explains why he left California for a more landlord‑friendly market, how he progressed from a first duplex in Michigan City to a 4‑unit, a 9‑unit brick building, and a 26‑unit deal structured with blended seller‑financing and credit‑union debt. He discusses the role of mentorship (Multifamily Strategy), networking, and off‑market sourcing in scaling his portfolio to 16‑17 units, including a single‑family starter home for his infant daughter to build generational wealth. The conversation covers market‑selection criteria, financing tactics (seller financing, credit‑union relationships, cash‑on‑cash returns), the “stupid tax” of flipping houses remotely, and the operational efficiencies of multifamily versus single‑family ownership. Garrison shares personal lessons, community value, and future goals of reaching 40‑50 units, emphasizing the importance of standardization, relationships, and disciplined growth.

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