Acquiring Minds cover image

Acquiring Minds

How 1 Couple Bought 2 Businesses

May 12, 2025
Lindsay Buckheit, co-owner of Collective Creative Outdoors, and Kevin Black, co-owner of Holdsworth and Nicholas Inc., share their inspiring journey from corporate careers to co-owning two businesses. They discuss the challenges they faced during their eight-month search and the pivotal role of their buy-side advisor. Their insights include strategies for effective deal structuring, the complexities of securing financing, and the importance of teamwork in navigating business acquisitions. The couple also reflects on the emotional dynamics of managing dual business ventures together.
01:25:21

Podcast summary created with Snipd AI

Quick takeaways

  • Lindsay and Kevin's journey into business ownership evolved from a single initiative into a collaborative effort after enlisting a buy-side advisor.
  • Working with a buy-side advisor clarified their acquisition goals, leading to more targeted searches and ultimately resulting in the purchase of two businesses.

Deep dives

Journey from Corporate to Entrepreneurship

Initially, the plan for Lindsay and Kevin was for Lindsay to buy a business as a means to exit the corporate world. Kevin supported her in this endeavor, but the couple eventually found themselves both drawn to the prospect of business ownership. Over eight months, despite their enthusiasm, they struggled to make progress in their search due to time constraints and a lack of clarity on suitable opportunities. The turning point came when they decided to work with a buy-side advisor, which not only expedited their search but also resulted in both acquiring businesses.

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