Director of Caddie Services

Sand Valley•Nekoosa, WI

About The Position

The Director of Caddie Services leads the daily coordination of caddie services across Sand Valley’s six golf courses, ensuring dependable caddie coverage and an exceptional walking-golf experience. The role forecasts demand, coordinates independent caddie contractor assignments, and leads caddie supervisors, junior caddies, and administrative team members. It partners with Golf Operations and other resort departments to uphold service standards, respond to guest needs, and improve operations. A central focus is improving the guest experience through positive, professional interactions and fostering a service-oriented mindset throughout the caddie team. The Director mentors and develops staff so they consistently provide exceptional hospitality and create memorable guest experiences. The role oversees caddie operations and coordination, team leadership and guest experience, junior caddie and Evans Scholarship programs, and administrative responsibilities and external partnerships. Work is performed indoors and outdoors across golf shop, practice, and course environments. Schedules include early mornings, evenings, weekends, holidays, and extended hours during events and peak golf season. Driving or operating golf cars and other authorized vehicles may be required. Compliance with safety procedures is required.

Requirements

At least five years of management or supervisory experience, preferably in golf operations, caddie services, hospitality, recreation, or a related service field.
Demonstrated ability to lead and develop team members, coordinate seasonal staffing, and deliver exceptional guest service.
Experience with scheduling, forecasting, training, performance management, and operational accountability.
Strong communication, organization, problem-solving, and computer skills, including spreadsheets, email, and scheduling systems.
Sound judgment, professionalism, basic mathematical skills, and flexibility to work early mornings, evenings, weekends, holidays, and peak-season periods.
Valid driver’s license and a driving record that meets Sand Valley’s motor vehicle operating standards.
Ability to stand, walk, push, pull, grasp, bend, and kneel for extended periods, including up to five hours at a time, across golf courses and uneven terrain.
Ability to lift up to 50 pounds occasionally, 20 pounds frequently, and 10 pounds constantly.
Ability to operate golf cars and other role-related vehicles or equipment as needed, travel throughout the resort, and identify operational or safety concerns.
Ability to use two-way radios and other communication equipment while coordinating work across resort grounds.

Nice To Haves

Bachelor’s degree in hospitality, business, sports management, golf management, or a related field.
Experience in high-volume golf operations, working with independent caddie contractors, or administering junior caddie, youth development, or scholarship programs.

Responsibilities

Oversee daily caddie operations across all six courses, forecasting demand and coordinating contractor availability, loops, tee times, assignments, and supervisory coverage in response to guest itineraries and seasonal volume.
Coordinate caddie recruitment, screening, orientation, availability, and assignments in keeping with applicable arrangements; oversee recruitment, onboarding, training, and retention of junior caddies.
Maintain accurate systems for scheduling, contractor assignments, communication, evaluations, and program records; establish contingency plans for weather delays, schedule changes, and peak demand.
Partner with golf shops, reservations, tournaments, and other departments to anticipate group needs and ensure appropriate caddie coverage.
Establish and communicate consistent service expectations for caddie experiences, including professionalism, course knowledge, pace of play, etiquette, equipment care, safety, and guest engagement.
Lead, coach, and develop caddie supervisors, junior caddies, and administrative team members through training, performance evaluations, feedback, and ongoing development.
Foster a positive, inclusive, service-minded environment that encourages teamwork, accountability, development, and retention.
Monitor guest feedback and caddie service evaluations, address concerns professionally, and implement improvements with the golf operations team.
Assist with the Junior Caddie Training Program, including recruitment, instruction, practical training, evaluations, mentorship, and progress records.
Help identify and mentor qualified Evans Scholarship candidates, providing guidance on eligibility, academic expectations, caddie records, and the application process in collaboration with families, schools, and scholarship representatives.
Assist with departmental staffing forecasts, budgets, cost controls, reporting, and operational process improvements.
Apply company operating and safety policies and consult appropriate internal partners regarding independent contractor, legal, and tax considerations.
Represent Sand Valley at recruitment events, school presentations, community outreach, and meetings with external partners.
Perform other related duties as assigned.