In this episode of Sideline Stories, Chase McTaggart sits down with Gabe Gross, a multifaceted sports professional whose journey spans youth sports, collegiate athletics, national federations, pro leagues, and sports tech. Gabe shares how early roles as an umpire, referee, and coach sparked his interest in the operational side of sports, eventually inspiring him to create Sharp Scheduling to solve one of the most overlooked pain points in team logistics. He reflects on the moment he realized sports could become a full-time career and how those grassroots experiences shaped the way he approaches the industry today. Gabe dives into the lessons learned across organizations like Hartford Athletic, the Cape Cod League, MLB Data Operations, U.S. Soccer, and Yale Athletics—highlighting what great organizations have in common and which roles pushed him most outside his comfort zone. He also explores his work on the production side, breaking down what separates an average broadcast from a great...