SUMMARY: The Head Racquet Sports Professional is the lead racquet sports authority responsible for overseeing programming, instruction, staff coordination, and player development across all racquet sports offerings. Working under the direction of senior management, this role provides leadership, instruction, and strategic direction to ensure high‑quality experiences for participants of all ages and skill levels.

PRIMARY RESPONSIBILITIES:

Program Leadership & Management

• Serve as the primary racquet sports professional for the organization
• Plan, organize, and oversee racquet sports programs, leagues, lessons, clinics, and events
• Assist in setting program goals, schedules, pricing, and participation targets
• Ensure programs align with organizational policies and objectives

Instruction & Player Development

• Provide high‑quality instruction through private lessons, group clinics, and camps
• Develop curriculum and progression pathways for beginners through advanced players
• Evaluate player skill levels and recommend appropriate programming
• Mentor assistant professionals and instructional staff

Staff Supervision & Training

• Supervise assistant pros, part‑time instructors, interns, and program staff
• Assist with hiring, onboarding, scheduling, and performance feedback
• Lead staff meetings and development sessions
• Maintain professional standards of instruction, safety, and customer service

Events, Leagues & Competition

• Coordinate leagues, ladders, tournaments, and special events
• Serve as tournament director or match coordinator when applicable
• Ensure fair play, rule compliance, and positive participant experience

Customer & Member Engagement

• Act as a visible ambassador for racquet sports programs and facility offerings
• Build strong relationships with players, members, families, and guests
• Address inquiries, feedback, and concerns in a professional manner
• Promote programs through direct communication and community engagement

Facility & Equipment Oversight

• Assist with court scheduling and space management
• Ensure safe playing conditions and proper equipment use
• Coordinate basic equipment maintenance and inventory
• Collaborate with operations staff on facility needs

MINIMUM QUALIFICATIONS:

• Advanced knowledge and demonstrated proficiency in racquet sports (tennis, pickleball)
• Experience with Great Base Tennis Education
• Prior experience as a racquet sports professional, instructor, or coach
• Strong leadership, organizational, and communication skills
• Ability to work evenings, weekends, and special events
• CPR/AED certification or ability to obtain
• Professional, reliable, and customer‑focused
• Strong instructional and interpersonal abilities
• Organized with attention to detail
• Comfortable leading groups and mentoring staff
• Passion for growing participation and improving player experience

PREFERRED QUALIFICATIONS:

• Professional certification (USPTA, PTR, PPR, or equivalent)
• Experience supervising staff or managing programs
• Tournament or league management experience
• Background in recreation, sports management, or education

PHYSICAL DEMANDS AND WORKING ENVIRONMENT:

• Indoor and outdoor courts
• Combination of on‑court instruction, planning, and administrative tasks
• Moderate physical activity, including standing, hitting, and light lifting

COMPENSATION:

• Competitive salary, hourly rate, and/or lesson commission
• Potential for private lesson income, clinics, and seasonal bonuses
  (Compensation commensurate with experience and certifications)

About Wintergreen Resort & Club:

Wintergreen offers a premier racquet sports experience with 16 clay courts, 3 indoor Deco Turf courts, and 8 outdoor pickleball courts across Devils Knob and Stoney Creek.

Located in the Blue Ridge Mountains just 40 miles from Charlottesville, the resort features golf, dining, spa and fitness, hiking trails, and a vibrant community of over 3,500 homes and members.

BENEFITS OF WORKING AT WINTERGREEN:

Wintergreen Resort is a place for mountain lovers, adventure seekers and outdoor explorers. A place to chase new experiences, marvel at the unexpected, and build new relationships that will keep you coming back for more. We work to play! We work in a fun-filled, beautiful resort setting and have a competitive compensation with a comprehensive benefit portfolio for full-time year-round associates: (Medical, Dental, Vision, Life, Short and Long Term Disability Insurances as well as Paid Time Off and a 401K plan). Our unique Recreational Benefit Package offers associates free and/or discounted resort activities, services and products.

We have many fantastic opportunities available from our spectacular, sweeping mountain slopes to our beautiful valley and lake. If this position isn’t quite what you are looking for, please visit our career page for even more open positions: Wintergreen Resort: Premier Blue Ridge Mountain Ski, Golf, Tennis, Spa and Family Vacation Resort in Virginia.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability status or any other characteristic protected by applicable law.

Essential functions, as defined under the Americans with Disabilities Act, may include any of the following representative duties, knowledge, and skills. This is not a comprehensive listing of all functions and duties performed by incumbents of this position; employees may be assigned other duties which are not listed below; reasonable accommodations will be made as required. The job description does not constitute an employment agreement and is subject to change at any time by the employer.