Chris McNabb could not find software that understood a children's gym, so he recruited a scrappy local team and built it. Eighteen years later, iClassPro has become the quiet back office behind thousands of activity centers - with the complexity, switching costs and opportunity that come with owning the workflow.
Mason Hale did not set out to digitize youth sports. He volunteered to be the ‘computer guy,’ found a thicket of spreadsheets and aging software, and built his way out - one swim team, one meet and eventually one stubborn niche at a time.
OTTO SPORT AI is a Minneapolis-based startup building an AI-powered operating system for youth sports. Founded by veterans of SportsEngine, TeamSnap, NCSA, and FloSports and led by CEO Luke Zaientz, it consolidates fragmented tools for club management, league and tournament operations, ticketing, and athlete recruitment into one platform. Its flagship AI product, OTTO PILOT, answers parent and athlete questions from an organization's own knowledge base to cut administrative workload. The company launched publicly in January 2026 with $16.5M in seed funding and three strategic acquisitions.