CADDIEMASTER is hiring for a full-time and part-time Golf Caddie in New Canaan, CT. Whether you’re an avid golfer or ready for an exciting new career on the course, this position is the perfect opportunity to work outside and meet golfers from around the world.
We’re seeking candidates who can work Fridays through Sundays for the 2026 season. Caddies can earn 300–1,100+ USD per week, depending on loops completed.