Think Big, Buy Small

Acquiring Outdoor Recreation Programs as Co-CEOs and Spouses

39 snips
Mar 24, 2025
Caroline Matthews and Connor McCarthy, co-CEOs of Canyonlands Camps, share their unique journey of acquiring summer camps and outdoor programs. They discuss the challenges of balancing family life and entrepreneurship, particularly during the pandemic. The couple reflects on their investor strategy and the importance of honoring family legacies in business. They highlight the intricacies of operating seasonal businesses, building customer loyalty, and the emotional nuances involved in valuing outdoor recreation properties—all while navigating their partnership as spouses.
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ANECDOTE

Caroline's Journey to Search

  • Caroline Matthews' background includes working at Google and attending Penn and Stanford.
  • She realized she wanted to be a decision-maker, not an advisor, during executive prep sessions.
ANECDOTE

Connor's Background and Shared Dream

  • Connor McCarthy's background includes working at McKinsey and Google before attending Stanford.
  • He and Caroline Matthews shared a love for the outdoors and a desire to start a company.
INSIGHT

Investor Reactions to an Uncommon Thesis

  • Investors' responses to the couple's B2C, outdoor recreation thesis were mixed.
  • Most expressed interest, while some suggested more traditional search sectors.
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