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