JF 4118: Depreciation Recapture, 1031 Exchanges and Opportunity Zone Strategies ft. Yonah Weiss episode artwork

EPISODE · Dec 13, 2025 · 55 MIN

JF 4118: Depreciation Recapture, 1031 Exchanges and Opportunity Zone Strategies ft. Yonah Weiss

from The Best Ever CRE Show · host Joe Fairless

John Casmon interviews Yonah Weiss, a cost segregation expert known as the “Cost Seg King,” about how cost segregation works as an advanced form of depreciation and why it can be a powerful cash-flow tool for real estate investors. They break down who benefits most, plus other scenarios like the short-term rental “loophole” and income-based exceptions that can allow depreciation to offset active income. Yonah also explains depreciation recapture in plain English and shares common strategies investors use to defer or reduce tax impact at sale, including 1031 exchanges and Opportunity Zones. Finally, they shift into marketing—why Yonah built his brand on LinkedIn through consistency and real engagement, and why in-person networking is still hard to beat. Yonah WeissCurrent role: Regional Business Director, Madison SPECS Based in: New York City, New YorkSay hi to them at: https://www.yonahweiss.com/ | https://www.instagram.com/yonahweiss/ | https://www.linkedin.com/in/cost-segregation-yonah-weiss/ | https://twitter.com/YonahWeiss | https://yonahweiss.madisonspecs.com/ Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com with code BESTEVER Visit bestevercrypto.com today to get started and earn up to $2,500 in bonus crypto. Join us at Best Ever Conference 2026! Find more info at: https://www.besteverconference.com/  Join the Best Ever Community  The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It’s free to join, but you must apply and meet the criteria.  Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow. Apply now at⁠ ⁠⁠⁠www.bestevercommunity.com⁠⁠ Podcast production done by⁠ ⁠Outlier Audio⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

John Casmon interviews Yonah Weiss, a cost segregation expert known as the “Cost Seg King,” about how cost segregation works as an advanced form of depreciation and why it can be a powerful cash-flow tool for real estate investors. They break down who benefits most, plus other scenarios like the short-term rental “loophole” and income-based exceptions that can allow depreciation to offset active income. Yonah also explains depreciation recapture in plain English and shares common strategies investors use to defer or reduce tax impact at sale, including 1031 exchanges and Opportunity Zones. Finally, they shift into marketing—why Yonah built his brand on LinkedIn through consistency and real engagement, and why in-person networking is still hard to beat. Yonah WeissCurrent role: Regional Business Director, Madison SPECS Based in: New York City, New YorkSay hi to them at: https://www.yonahweiss.com/ | https://www.instagram.com/yonahweiss/ | https://www.linkedin.com/in/cost-segregation-yonah-weiss/ | https://twitter.com/YonahWeiss | https://yonahweiss.madisonspecs.com/ Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com with code BESTEVER Visit bestevercrypto.com today to get started and earn up to $2,500 in bonus crypto. Join us at Best Ever Conference 2026! Find more info at: https://www.besteverconference.com/  Join the Best Ever Community  The Best Ever Community is live and growing - and we want serious commercial real estate investors like you inside. It’s free to join, but you must apply and meet the criteria.  Connect with top operators, LPs, GPs, and more, get real insights, and be part of a curated network built to help you grow. Apply now at⁠ ⁠⁠⁠www.bestevercommunity.com⁠⁠ Podcast production done by⁠ ⁠Outlier Audio⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

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JF 4118: Depreciation Recapture, 1031 Exchanges and Opportunity Zone Strategies ft. Yonah Weiss

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This episode was published on December 13, 2025.

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John Casmon interviews Yonah Weiss, a cost segregation expert known as the “Cost Seg King,” about how cost segregation works as an advanced form of depreciation and why it can be a powerful cash-flow tool for real estate investors. They break down...

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