The Range | Season 2 | Episode 10 - Grass League and Old Tom Capital

In this episode, Ari sits down with Jake Hoselton, co-founder and CEO of Grass Clippings and the Grass League, and Matt Erley, co-founder and Managing Partner of Old Tom Capital, for a special conversation about the next era of golf.

Jake joins The Range for the first time, following Grass Clippings’ earlier feature with CMO Pete Wilson in Season One. This time, Ari reconnects with both sides of one of golf’s most exciting partnerships - Grass Clippings and Old Tom Capital - to discuss the latest investment round that’s fueling the growth of the Grass League.

The conversation explores how a backyard idea evolved into a professionally structured league built around par-three golf, community, and culture—and why Old Tom Capital saw it as a smart bet on where golf is heading. Together, they dig into the business of building a new kind of sports league, the process of raising capital, and what it takes to align vision between founders and investors.

Whether you’re interested in startups, sports investing, or how golf is reinventing itself for a new generation, this episode offers a front-row seat to the collaboration shaping golf’s future.

🎯 Topics covered:

• How Grass Clippings evolved into the Grass League
• Why Old Tom Capital led Grass League’s latest $2.75M investment round
• The rise of “golf light” and the opportunity in par-three competition
• Lessons in raising capital and scaling a modern sports property
• How strategic partnerships can redefine the business of golf

🎧 Listen now to hear how Grass League and Old Tom Capital are working together to build golf’s next great arena sport.