Golf Caddie, Country Club of New Canaan

Golf Caddie
Country Club of New Canaan | New Canaan, CT | Full Time and Part Time

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 looking for candidates who are available to work Fridays through Sundays for the remainder of the 2026 season. Depending on your availability and the number of loops you complete, caddies can earn $300–$1,100 per week.

Our Golf Caddies…

• Cheerfully engage with Golfers and club visitors, delivering first-class customer service
• Accompany Golfers throughout the length of the course, carrying golf bags up to 35 pounds each
• Provide course knowledge and information
• Assist golfers with decision-making
• Calculate yardage for golfers
• Locate errant shots
• Maintain the course
• Clean clubs and golf balls

Education and Experience Requirements:

• Have general golf knowledge, meaning you could play or prompt another golfer. Professional golf experience/expertise is not required.
• Be outgoing and have a customer-first personality.
• Be physically capable of carrying two bags that can weigh up to 35 pounds each while walking the length of the golf course multiple times a day.
• Candidates may also be considered if they have previous experience in: Server, Waiter, Bartender, Hospitality, Customer Service, Golf Retail, General Retail, Landscaping, Sales, Valet, Firefighter, EMS personnel, Other Outdoor or Recreational Roles.

About CADDIEMASTER
CADDIEMASTER is a professional golf management company that manages caddie programs for some of the most exclusive private clubs and resorts around the country. We have been hired to manage the caddie program, because quite simply, our clients want to have one of the finest caddie programs in the country. We are looking for individuals who are service-oriented and golf-knowledgeable. For more information on our services, please visit https://caddiemaster.com/.

95 Country Club Rd. New Canaan, CT 06840

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