Greg Thompson

Real estate investor who built a portfolio of 37 rental units and over $1 million in equity after overcoming homelessness, using house hacking, refinances, and leveraging free-and-clear properties to grow his holdings.

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Dec 30, 2025 • 22min

He Started With Nothing and Now Has 37 Rentals with Greg Thompson (Ep 554)

Greg Thompson, a real estate investor who rose from homelessness to owning 37 rental units, shares his inspiring journey. He begins by revealing his financial missteps and subsequent turnaround with hard work and strategic investing. Listeners learn how house hacking positioned him into real estate, while refinancing and leveraging free-and-clear homes fueled his portfolio growth. Greg discusses his best (and worst) deals, the critical role of his property manager, and his approach to creating significant equity—all essential insights for aspiring investors.

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