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The Best Ever CRE Show

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

The Best Ever CRE Show

Best Ever CRE

Business, Investing, Entrepreneurship

4.7996 Ratings

🗓️ 13 December 2025

⏱️ 56 minutes

🧾️ Download transcript

Summary

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

Transcript

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0:00.0

Why are businesses like HelloVet choosing Apple products and services?

0:04.8

So we started the business two years ago.

0:07.2

We had a few people who were used to PCs and this was their first foray into Macs.

0:12.5

But it's been super smooth getting everyone onto those devices and everyone seems really, really happy.

0:18.0

Find out how Mac can help you run and grow your business at Apple.com forward slash

0:23.6

HelloVet.

0:26.4

What's going on best ever CRE listeners?

0:29.5

This is John Casman, your host for today.

0:32.2

And this is multifamily mastery.

0:35.5

And listen, I'm super excited.

0:36.9

I'm talking to the guy I've gotten to know pretty

0:39.5

well over the years, someone that I follow on LinkedIn, I've had the chance to have him on my

0:43.3

other podcast, multifamily insights, and he's just filled with great insights. Let's welcome

0:48.6

to the show, Yona Weiss. Yona, how are you today, man? Doing wonderfully, John. Great to be here.

0:54.5

Thanks so much for having me on the show.

0:56.6

Absolutely, Yonah, it's great to have you on the show.

0:58.5

For those who are not familiar with you, why don't you take two minutes and give us a little

1:02.4

bit of your background?

1:04.0

Absolutely.

1:05.1

Most people know me as the cost seg king.

1:08.3

I am a cost segregation expert.

1:10.7

Been doing that for about eight years now.

...

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