

#98 Travis Jamison, Capital Pad - Small Business Acquisitions
May 2, 2025
Travis Jamison, founder of Capital Pad and seasoned entrepreneur, shares his journey from building and selling businesses to revolutionizing small business investments. He discusses the strategy of 'stair-stepping' in acquisitions and the benefits of investing in established businesses over startups. The conversation also highlights the role of SBA loans in financing, as well as the importance of due diligence and understanding risks in investment. Travis provides valuable insights for new investors looking to navigate the complexities of small business ventures.
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Travis's Decade of World Travel
- Travis Jamison traveled extensively, living in hubs like Bangkok, Ho Chi Minh City, Taipei, and Barcelona for years.
- Each location had unique pros and cons that influenced his experience and eventual travel decisions.
Selling Businesses Lessons Learned
- Travis sold multiple companies starting from small deals to a million-dollar exit, learning different processes along the way.
- His big exit to a Chinese private equity fund resulted in operational failure and cultural clashes that hurt the product and team.
Choosing When to Exit Businesses
- Travis faced the decision to sell a fast-growing business for life-changing money or hold on for potentially higher returns but with risk.
- He sold and now sees it as the right decision based on information then, despite hindsight showing greater gains possible.