HoldCo Builders How to Do 10+ Deals per Year ($8M in Revenue and $2.5M in EBITDA) | Jack Bennett
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Jul 15, 2025 In this discussion, Jack Bennett, co-founder of Lighthouse Capital and an expert in small business acquisitions, shares his journey from a small Canadian town to closing over 20 deals worth $8M in revenue. He reveals the importance of personal discipline learned early on and how it translated into his entrepreneurial success. Jack delves into the evolution of their M&A services, their unique dual structure of advisory and investment, and offers strategic insights into investing in small businesses while navigating the complexities of the market.
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Jack's Early Entrepreneurial Journey
- Jack Bennett was raised in Canada and developed discipline through a demanding Jesuit high school and athletics.
- Early entrepreneurship included a ghostwriting agency for wealthy clients on Twitter, leading to key connections.
First Client Through Twitter DMs
- Jack landed his first marketing client via Twitter DMs offering to post daily to reach 5,000 followers.
- Running the agency while in university and handling 50-60 hour weeks was extremely challenging but built fundamental business skills.
Holistic Approach to Business Acquisitions
- Lighthouse Capital offers a holistic business acquisition process from lead generation through legal and financial due diligence.
- Combining extensive lead sourcing and investor access gives clients an advantage not available individually.
