Think Big, Buy Small cover image

Think Big, Buy Small

The Purchase, Carve Out, and Transformation of a Remote Software Company

Mar 3, 2025
Betsy Harbison, CEO of Softrip, shares her unique journey in acquiring a remote vertical software company focused on multi-day tour operators. She discusses the challenges of untangling the business from its parent company and her strategic choice to avoid debt in the acquisition. Betsy reflects on the complexities of managing customer expectations while shifting from product customization to a more scalable model. Her insights on navigating investment partnerships and the evolution of female representation in the searcher community add further depth to this fascinating entrepreneurial story.
53:17

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Podcast summary created with Snipd AI

Quick takeaways

  • Betsy Harbison opted for a funded search model, valuing its flexibility and support over the pressures of a self-funded approach.
  • Acquiring Softrip involved navigating the complexities of a carve-out, significantly impacting employee dynamics and operational clarity.

Deep dives

Betsy's Background and Early Career

Betsy Harbison grew up in Kansas City, Missouri, where her independent upbringing as an only child shaped her as a solo searcher. She pursued her education at Vanderbilt University and initially sought experiences that would lead her to the right career path, starting in consulting before transitioning to investment banking. Her time at Bank of America Merrill Lynch provided her with significant exposure to the technology media telecom sector, honing skills she later applied in her entrepreneurial journey. Despite the intense hours, Betsy felt a strong desire to be embedded within a business rather than continuing along the typical investment banking to private equity path.

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