Jeremy Yamaguchi

Serial entrepreneur focused on home services who has built and exited multiple companies and founded Cabana, a national pool services roll-up combining M&A, operations, and vertical software.

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Jan 13, 2026 • 1h 2min

The Real Playbook Behind an Operator-Led Roll-Up (10 Acquisitions in 18 Months)

Jeremy Yamaguchi, a serial entrepreneur in home services and founder of Cabana, shares insights from his impressive journey of acquiring 10 companies in 18 months. He reveals the untapped tech opportunities in traditionally 'boring' home services and discusses the fragmented nature of the industry. Jeremy highlights his strategy for growth through M&A and vertical software, emphasizing the importance of good-faith transactions and hands-on operations. He also shares valuable lessons like the significance of comparing strengths and the value of deep industry networks.

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