

JF 3999: De-risking Multifamily with Tax Incentives, Developer Deals, and Market Vetting ft. Zach Winner
On this episode of Multifamily Mastery, John Casmon interviews Zach Winner, a former attorney turned full-time real estate investor who shares how he transitioned from single-family rentals to large-scale commercial real estate. Zach breaks down his "Value Add Plus" strategy, which focuses on buying newer properties from developers and increasing NOI through underutilized revenue streams and advantageous tax incentives, rather than heavy capex renovations. He emphasizes the importance of landlord-friendly markets and reveals some of the 25 metrics his team uses to vet markets—like the presence of STEM jobs and evolving tenant laws. The conversation also touches on 1031 exchanges, a little-known 1245 exchange tactic, and the steady returns found in Midwest markets.
Zach Winner
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Current Role: Managing Partner at Prosperity CRE
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Based in: Los Angeles, CA
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