Acquiring Outdoor Recreation Programs as Co-CEOs and Spouses
Mar 24, 2025
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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.
Connor and Caroline leveraged their corporate experience and shared passion for outdoor activities to transition into successful entrepreneurship in the outdoor recreation industry.
Their focused business thesis guided their systematic approach to acquire summer camps, emphasizing the importance of aligning personal interests with their investment strategy.
Navigating the emotional complexities of family legacies in business transactions, they established respectful relationships with sellers, enhancing their market reputation as trusted buyers.
Deep dives
Unique Entrepreneurial Journey
The guests share their unique journey of acquiring multiple summer camps, highlighting their motivation rooted in their shared appreciation for outdoor activities and experiences. Both Caroline Matthews and Connor McCarthy transitioned from corporate careers to entrepreneurship, seeking to make a significant impact in the outdoor recreation sector. They utilized their experience at Alpine Investors to gain confidence in navigating the entrepreneurial landscape and executing their vision. This journey not only solidified their professional partnership but also strengthened their personal relationship as a married couple.
Developing a Focused Business Thesis
Caroline and Connor emphasized the importance of having a clear and focused business thesis when they began their search for acquisition opportunities. They conducted an intensive evaluation, determining that outdoor recreation and educational experiences would align with their personal interests and passion for facilitating formative experiences for children. Through a systematic approach involving brainstorming and collaborative discussions, they established their criteria for the types of businesses they wanted to target. This clarity allowed them to pursue their acquisition strategy with intention, leading them to the summer camp industry.
Investor Reactions and Fundraising Insights
Their approach to seeking funding for their unique summer camp business garnered mixed reactions from investors. While many found their concept refreshing and expressed interest in discussing further, a notable portion remained skeptical, viewing the outdoor recreation industry as unconventional compared to standard business-to-business operations. The couple faced challenges communicating the long-term value and potential of their venture while also addressing the skepticism of potential investors. Ultimately, their persistence in conveying their passion and the unique attributes of outdoor recreation earned them valuable partnerships.
The Endurance of Summer Camps
Caroline and Connor’s commitment to summer camps stemmed from the businesses' historical resilience and the strong familial ties they fostered within communities. They noted that summer camps have survived numerous challenges, including pandemics and world wars, and maintain high retention rates with families over generations. By acquiring established summer camps, they aimed to continue this legacy while also enhancing camp experiences through professionalization and operational improvements. Their focus on fostering trust and safety within their camp communities has proven essential for attracting families in the competitive landscape of outdoor activities.
Navigating the Emotional Dynamics of Acquisition
The process of acquiring summer camps involves navigating emotional complexities related to the owners' deep personal connections to their businesses. They shared insights into the challenges faced when engaging with prospective sellers, often dealing with family legacies and creating a respectful transition for the emotional aspects of ownership. Caroline and Connor approach these transactions with sensitivity, utilizing clear communication to ensure that sellers feel comfortable and understood during discussions about selling. This careful handling of the emotional dynamics has enabled them to build supportive relationships with sellers, enhancing their reputation in the market.
Connor McCarthy and Caroline Matthews are not only a married couple and new parents, but they’re also funded searchers turned co-CEOs at Canyonlands Camps. The outdoor recreation industry is little explored in the world of search and their ETA journey is also distinct in that, through the acquisition of summer camps and travel programs, they’ve taken ownership of business-to-consumer businesses, which constitute only a minority of search targets. In this conversation, the pair reflect on the experiences of buying and then operating businesses with a spouse; how they approached investors with their unique thesis; the characteristics that they look for in acquisition opportunities; and the extra complexities involved in the buyer-seller relationship, particularly in cases where multiple generations of one family have been involved in camp operations. They also share steps they’re taking to upgrade facilities and professionalize their camps; how they’re thinking about repeat customers and the progression of programming; along with thoughts on the advantages that have now come with being preferred buyers in the space, ones with a reputation of honoring family legacies. This is an episode about human relationships in ETA, and listeners will learn a great deal from the journey that Connor and Caroline are on.
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