From Venture Dreams to Business Ownership: How Today’s Founders Are Rethinking the Path to Wealth | Ep. 49

Before You Buy or Sell a Business

In this episode, Jared Johnson sits down with Nadav Ben-Chanoch, a former tech operator turned small business acquirer, to unpack why more founders are skipping startups and choosing to buy real businesses instead.

Nadav shares how his experience in Silicon Valley shaped his approach to deal-making, why he walked away from the traditional venture path, and what he’s learned transitioning from building software to operating a brick-and-mortar business. Whether you’re exploring search, planning your first acquisition, or just trying to understand where the market is headed—this conversation offers a grounded look at what it really takes to own and operate outside the startup bubble.

Episode Highlights

[00:06:15] — Why Nadav left tech to pursue small business ownership

[00:11:45] — What operators misunderstand about buying brick-and-mortar

[00:18:20] — How misalignment around working capital can derail deals

[00:25:10] — Why buying a business isn’t the shortcut people think it is

[00:32:00] — Advice for tech founders considering acquisition entrepreneurship

[00:37:40] — What Nadav looks for in deals—and what he avoids

[00:41:15] — The mindset shift from “builder” to “owner”

Connect with Nadav

Follow Nadav on LinkedIn linkedin.com/in/nadavbc

More from Jared

Got a question for Jared or want to work together?

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DISCLAIMER: The views and opinions expressed in this program are my own and/or those of my guests. They do not necessarily reflect the views or positions of my employer.