Episode 535: Design A Cashflowing Real Estate Business with Asher Cohen

Nov 26, 2025

28:52

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Episode notes

In this episode of the Smart Real Estate Coach Podcast, I sit down with Arizona real estate advisor and coach Asher Cohen to talk about building a real estate career and portfolio you actually enjoy.

We cover how he went from marketing and commercial real estate through the 2008 crash to closing nearly 1,000 deals, focusing on buy-and-hold rentals, high-demand markets, and turning your current home into your first investment property. We also dive into leaving the W-2, using coaching the right way, working with investor-savvy agents, and Asher's core value of "love where you live."

If you're an investor, agent, or aspiring full-time real estate entrepreneur, this episode will help you design a values-driven, cash-flowing real estate business.

Key Talking Points of the Episode

00:00 Introduction

01:06 Who is Asher Cohen?

03:04 From marketing to commercial real estate before the 2008 crash

04:02 Pivot to residential: buy-and-hold, fix-and-flip, and hedge funds

05:08 Personal investing strategy: long-term buy-and-hold & "monopoly boards"

06:10 Arizona market shifts & why cash flow is harder today

07:55 Getting out of your W-2: Take the plunge & have faith

09:28 The role of coaching in making big transitions

10:44 Beware the gimmick coaches:

12:02 Ethics, values & the whole-life approach to coaching

16:09 Asher's three pillars: team, coaching, and transaction management