Ainsley Duncombe: Street Sales to Billion-Dollar Startups
Update: 2025-08-01
Description
Ainsley Duncombe—founder of Off Market Listings and ex‑CEO of Groupon MENA—joins me to share his climb from street‑level sales to C‑suite leadership. We cover everything from off‑market real estate strategies and cross‑border scaling to incentive psychology (“why a £20 Beckham shirt beat a $1,500 trip”) and the mental fluidity needed to map six moves ahead. Plus: how fatherhood reshaped his success metrics and why legacy means “sending the elevator back down.”
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