Director of Caddie Services at Sand Valley

Sand Valley; Wisconsin; On-site; USD 75,000 - 110,000; Full time

Benefits offered by this job

Golf Privileges

Retail & Restaurant Discounts

Team Member Meal Program

Uniform Benefit

Employee Assistance Program

Job summary

Sand Valley is seeking a Director of Caddie Services to lead and coordinate caddie operations across six courses. You will forecast demand, manage independent contractor assignments, and supervise caddie supervisors, junior caddies, and administrative staff.

You will partner with Golf Operations and other departments to raise service standards, respond to guest needs, and drive operational improvements while mentoring a service‑minded team focused on hospitality and memorable experiences.

Qualifications

• Five years or more of supervisory or management experience in a service operation.
• Proven ability to lead and develop teams; manage staffing across seasons.
• Experience with scheduling, forecasting, training, and performance management.
• Strong communication, organization, problem-solving, and computer skills.
• Willingness to work early mornings, evenings, weekends, and holidays; valid driver’s license.

Responsibilities

• Oversee daily caddie operations across all six courses and forecast demand.
• Coordinate contractor availability, loops, tee times, and supervisor coverage.
• Recruit, onboard, train, and retain junior caddies and staff.
• Maintain scheduling systems, communications, evaluations, and records.
• Collaborate with golf shops, reservations, and events to ensure coverage and guest satisfaction.

Skills

Management experience

Leadership

Staff scheduling

Guest service

Communication

Problem solving

Computer skills

Driver's license

Education

Bachelor’s degree in hospitality or related field

Tools

Scheduling software

Job description

Sand Valley is a golf resort and community settled gently upon 12,000 acres of rugged, prehistoric sand dunes in central Wisconsin. Here, residents and guests will find six world‑class golf courses built in harmony with the land: Sand Valley, Mammoth Dunes, Sandbox, The Lido, Sedge Valley, and Commons. Founded in 2016 by brothers Michael and Chris Keiser, the resort is known for its friendly hospitality and a community of golf and outdoor enthusiasts who have been drawn to the raw beauty and serenity of the vast Wisconsin Wilderness.

Beyond premier golf, Sand Valley is a year‑round celebration of all the outdoors from fat‑tire biking, hiking, and kayaking to ice hockey, skating, or a guided cold plunge. The resort now features a 13,000‑square‑foot Tennis Center with 16 grass tennis courts and the twelfth Court Tennis facility in the United States. Alongside soul‑stirring golf and outdoor exploration, Sand Valley offers a variety of savory dining venues showcasing globally inspired and rustic Wisconsin cuisine.

The Sand Valley team works together to create experiences of a lifetime by asking questions and sharing ideas. With authenticity and a hard‑working attitude, Sand Valley helps guide guests through an immersive experience in Wisconsin's natural beauty and away from the demands of daily life.

Position Summary

The Director of Caddie Services leads the daily coordination of caddie services across Sand Valley’s six golf courses, providing dependable caddie coverage and an exceptional walking‑golf experience. This position forecasts demand, coordinates independent caddie contractor assignments, and leads caddie supervisors, junior caddies, and administrative team members.

The Director partners with Golf Operations and other resort departments to strengthen service standards, respond to guest needs, and improve operations. A central responsibility of this role is to enhance the overall guest experience through positive, professional interactions while fostering the same service‑oriented mindset among the caddie team. This position serves as a mentor and leader, helping develop staff who consistently deliver exceptional hospitality and create memorable experiences for every guest.

Essential Duties and Responsibilities

Caddie Operations and Coordination

• Oversee daily caddie operations across all six courses; forecast demand and coordinate 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; separately 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.

Team Leadership and Guest Experience

• 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, and service‑minded environment that encourages teamwork, accountability, development, and retention.
• Monitor guest feedback and caddie service evaluations, address concerns professionally, and implement improvements in partnership with the golf operations team.

Junior Caddie and Evans Scholarship Programs

• 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.

Administration and External Partnerships

• 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.

Qualifications

Required Qualifications

• Minimum of 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.

Preferred Qualifications

• 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.

Physical Requirements

• 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.
• Lift up to 50 pounds occasionally, 20 pounds frequently, and 10 pounds constantly.
• Operate golf cars and other role‑related vehicles or equipment as needed; travel throughout the resort and identify operational or safety concerns.
• Use two‑way radios and other communication equipment while coordinating work across resort grounds.
• Reasonable accommodations may be made in accordance with applicable law.

Working Conditions

• Work is performed indoors and outdoors across golf shop, practice, and course environments.
• Outdoor work may involve changing weather, uneven terrain, golf balls, moving golf cars, maintenance equipment, and golf course maintenance activities.
• 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 for resort duties.
• Compliance with safety procedures is required.

Perks

• Golf Privileges
• Retail & Restaurant Discounts
• Team Member Meal Program
• Uniform Benefit
• Employee Assistance Program

Sand Valley LLC is an Equal Opportunity Employer

We participate in E-Verify to confirm employment eligibility.

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