Skyline Views

SV27: Tips and Views on Scaling w/ Yonah Weiss

SV27: Tips and Views on Scaling w/ Yonah Weiss
Skyline Views
SV27: 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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Brought to you by Chris Mills of Skyline Views