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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Most people chase investors. Tom Shipley built billion-dollar businesses by buying them instead.
In this episode of Founder to Founder, I sit down with Tom — serial entrepreneur, Special Forces vet, and founder of multiple $2B+ brands — to break down how acquisitions, not VC, can create generational wealth. From $100 startups to $100M roll-ups, this is the strategy most founders overlook.
💥 You’ll learn:
• How Tom scaled from $100 to $20M — without raising capital
• Why 90% of exits never happen (and how to fix that)
• How to use creative financing to buy companies
• The M&A strategy that multiplies growth 12x
• Why home services and AI are recession-proof in 2025
• What Tom would build with $100K today
This episode is pure strategy, grit, and real-world wins — from military mindset to billion-dollar execution.
📩 Book a Business Deep Dive:
https://intro.co/SardorUmrdinov?source=intro
📲 Connect with Tom:
LinkedIn – Tom Shipley
Instagram – @tomshipleyofficial
👇 What’s your biggest challenge right now — capital, team, or systems?
8 episodes
