

How 1 Couple Bought 2 Businesses
43 snips 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.
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Community Learning & Initial Struggles
- Lindsay and Kevin joined Codie Sanchez's Contrarian Community to learn about buying businesses. - After eight months with little progress, they recognized the time and effort required and sought outside help.
Use Advisors to Refine Deal Box
- Enlist a buy-side advisor to maintain consistent deal flow during active deals. - Refining your deal box with an external perspective helps avoid chasing bad fits and saves time.
Narrow Deal Box Yields More Deals
- Narrowing your deal box counterintuitively increases deal flow quality. - Specific criteria reduce decision overload and streamline sourcing viable businesses.