the Founder Files

Behind the Deal: The Founder’s Guide to Buying and Selling Businesses

Season 5 Episode 23

In this special montage episode, we unpack the real, unfiltered experiences of founders as they scale from solo operators to structured leadership teams. From replacing "founding family" with professionals, to managing complexity with just 50 people, to figuring out how big your team really needs to be; this one is packed with practical wisdom.

We dive into:

• Managing operational chaos with lean teams

• Hiring and retaining A-players

• Elevating leadership without losing control

• Compensating and keeping global talent

• Rethinking team size and what scale really means.

This episode is your behind-the-scenes look at what it really takes to grow a company with structure, leadership, and intentional team design

Too Long; Didn't Listen? Here's what to look for:

00:00 Introduction

01:42 Cheri Afonso, HouseHoppers

10:03 Calvin Le Mottée & Wesley Dorning, Sebenza

13:03 Chris Ball, Finch Technologies

19:49 Yaron Assabi, DSG

26:26 Greg Smith, Dis-Chem Life

31:39 Ad

32:46 Felix Norton, Woww Digital

47:11 Jasper Eales, Sealand

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