CourtReserve Founder & CEO Tim Owens Speaks on Growth Without Losing Culture | Unscripted Podcast episode artwork

EPISODE · Nov 19, 2025 · 19 MIN

CourtReserve Founder & CEO Tim Owens Speaks on Growth Without Losing Culture | Unscripted Podcast

from CourtReserve Unscripted with Ashley Owens · host CourtReserve

After nearly a decade of being proudly bootstrapped, CourtReserve is taking the next step in its journey. In this episode of Unscripted, CourtReserve Founders Tim Owens and Ashley Owens discuss the company’s new partnership with a growth investor and what it means for the future of club management software.Tim shares a transparent look into how CourtReserve is fueling growth while protecting the people-first culture that defines the brand. He also talks about the lessons learned from nearly 10 years of leading a fast-growing tech company, building community in the racquet sports industry, and maintaining trust with customers every step of the way.In this candid and unscripted conversation, Tim opens up about:✅ What it means to take on a growth partner after 9.5 years bootstrapped✅ How CourtReserve plans to scale while protecting its people-first culture✅ Insights into the future of pickleball, tennis, and racquet club technology✅ How Tim and Ashley balance marriage, leadership, and company growth✅ Why listening to customers and creating “raving fans” remains at the heart of their successWhether you’re a club owner, racquet sports director, or tech founder, this conversation delivers authentic insights on leadership, growth, and staying true to your values as you scale.Subscribe for more Unscripted stories from the people shaping the future of racquet sports.Read about CourtReserve’s new partnership with Mainsail Partners: https://courtreserve.com/scaling-courtreserve-with-mainsail-partners/ Learn more about CourtReserve: https://courtreserve.com

After nearly a decade of being proudly bootstrapped, CourtReserve is taking the next step in its journey. In this episode of Unscripted, CourtReserve Founders Tim Owens and Ashley Owens discuss the company’s new partnership with a growth investor and what it means for the future of club management software.Tim shares a transparent look into how CourtReserve is fueling growth while protecting the people-first culture that defines the brand. He also talks about the lessons learned from nearly 10 years of leading a fast-growing tech company, building community in the racquet sports industry, and maintaining trust with customers every step of the way.In this candid and unscripted conversation, Tim opens up about:✅ What it means to take on a growth partner after 9.5 years bootstrapped✅ How CourtReserve plans to scale while protecting its people-first culture✅ Insights into the future of pickleball, tennis, and racquet club technology✅ How Tim and Ashley balance marriage, leadership, and company growth✅ Why listening to customers and creating “raving fans” remains at the heart of their successWhether you’re a club owner, racquet sports director, or tech founder, this conversation delivers authentic insights on leadership, growth, and staying true to your values as you scale.Subscribe for more Unscripted stories from the people shaping the future of racquet sports.Read about CourtReserve’s new partnership with Mainsail Partners: https://courtreserve.com/scaling-courtreserve-with-mainsail-partners/ Learn more about CourtReserve: https://courtreserve.com

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CourtReserve Founder & CEO Tim Owens Speaks on Growth Without Losing Culture | Unscripted Podcast

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This episode was published on November 19, 2025.

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After nearly a decade of being proudly bootstrapped, CourtReserve is taking the next step in its journey. In this episode of Unscripted, CourtReserve Founders Tim Owens and Ashley Owens discuss the company’s new partnership with a growth investor...

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