Top 1 SaaS Companies in Grosse Pointe Farms, United States, September 2026

Grosse Pointe Farms, Michigan, United States

Club Caddie is a cloud-based enterprise resource planning platform built exclusively for golf course management. Founded in 2015 by Jason Pearsall, the company offers an all-in-one SaaS solution covering point of sale, inventory, employee management, tee time reservations, membership management, mobile apps, and websites. The platform is designed to handle the full operational complexity of a golf facility, from a nine-hole course with a snack bar to a multi-property club with several restaurants and bars. The company was acquired by Constellation Software in 2020, when it was generating approximately $450,000 in annual revenue. Under Constellation's ownership, Club Caddie has grown to roughly $9,000,000 in annual recurring revenue as of late 2025, serving 600 customers and adding approximately 25 new accounts per month during the off-season. Pearsall remains at the helm under a long-term earnout arrangement that extends well into the 2030s. Club Caddie targets an addressable market of 7,000 to 8,000 golf courses within its ideal customer profile across North America, out of a total of 15,000 golf courses on the continent. The company competes in a market where Constellation Software itself holds 55 percent global market share in private club software through its legacy products, making Club Caddie's cloud-native platform a strategic next-generation asset within the broader Constellation portfolio.