Tips and Views on Scaling w/ Yonah Weiss

Tips and Views on Scaling w/ Yonah Weiss

Yonah is a powerhouse with property owners’ tax savings. As Business Director at Madison SPECS, a national Cost Segregation leader, he has assisted clients in saving tens of millions of dollars on taxes through cost segregation. He has a background in teaching and a passion for real estate and helping others. He’s a real estate investor and host of the new podcast Weiss Advice.

In this episode of Skyline Views, Yonah and I talk about cost segregation, best practices, and tax strategies for scaling your investment business and taking it to the next level.

Yonah’s background (0:42)

Cost Segregation basics (1:33)

Best practices entering into a large investment (2:50)

The role picking your market plays (4:28)

Markets that Yonah likes right now (6:43)

Changes in tax strategy as you grow and scale (8:08)

Scoping out the tax savings landscape during due diligence (13:02)

Questions to ask your specialist team members going into an investment (14:35)

Transparency in a deal (16:37)


Yonah’s Website –

Yonah’s LinkedIn –

Bigger Pockets –

Hands Off Investor –

Crushing It in Commercial Real Estate –

Is your real estate portfolio running like a well-oiled machine? Do you know how you stack up? Find helpful resources here –

Learn more about The Haney Company here –

Know any new parents? Order them a copy of Legacy 101 here –

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Passion is an understatement when it comes to Christopher Mills and his desire to help families and family owned businesses. Chris has over 15 years of real estate experience as an investor, and has experience as a loan originator, property manager, and an agent. At The Haney Company, Chris specializes in working with individuals and organizations who have or desire real estate holdings and helping them map out and achieve their financial goals. His real estate experience helps him address the complexities and opportunities unique to real estate investors. His specialties include alternative investments, 1031 Exchanges, and liquidity solutions. Working closely with members of The Haney Company, attorneys, and CPAs, his clients are able to benefit from a comprehensive approach to each individual situation. Chris is the author of Legacy 101: A Practical Guide. He lives in Northern Virginia with his wife and 3 children. In his free time, he enjoys gardening, hiking, cooking, and classical music.