Snowsports Supervisor

Chestnut Mtn Ski Resort LLC•East Galena Township, IL

1d•Onsite

About The Position

The Snowsports Supervisor works closely with the Director of Snowsports to support daily operations of the Snowsports Department, including the Ski and Snowboard School and Powder Pups children's program. The role collaborates with the Powder Pups Supervisor and Snowsports Office Coordinator to support smooth operations, effective communication, and an exceptional guest experience. The supervisor serves as a leader, mentor, and resource for instructors, helping maintain a positive, professional, and supportive teaching environment. The role requires strong intermediate-to-advanced skiing or snowboarding ability (PSIA/AASI Level II) and the ability to lead by example. In addition to on-snow responsibilities, the supervisor assists with administrative tasks, lesson scheduling, desk operations, and departmental organization in collaboration with the Snowsports Office Coordinator. The position begins with pre-season setup and instructor training. The winter season runs approximately December through March, with exact dates to be determined. The role is described as seasonal and part-time, with hourly compensation to be determined.

Requirements

Must be 18 years or older.
Strong intermediate-to-advanced skier or rider (PSIA/AASI Level II), with a strong understanding of skiing or snowboarding fundamentals, teaching practices, and on-snow safety.
Genuine passion for snowsports and teaching others.
Previous experience teaching, coaching, or supervising.
Strong communication, interpersonal, and problem-solving skills.
Patient, creative, and energetic approach to teaching.
Adaptable and eager to learn and grow professionally.
Willingness to work long and irregular hours, including weekends and holidays, in cold conditions.
Positive, team-oriented, and professional attitude.
Basic computer skills and ability to learn reservation systems, scheduling software, and other departmental tools.

Nice To Haves

College experience and/or degree preferred.
Leadership or supervisory experience preferred.

Responsibilities

Serve as a leader, mentor, and resource for ski and snowboard instructors.
Help coordinate daily instructor assignments, lesson schedules, staffing needs, and lesson transitions.
Support instructors with lesson planning, teaching techniques, and guest interactions.
Promote a positive, professional, and team-oriented work environment.
Help organize and manage lesson meeting areas, student groupings, and daily lesson operations.
Attend clinics and training with resort trainers and PSIA/AASI certified staff.
Foster a professional, safe, and fun teaching environment for guests and students.
Seek opportunities to enhance the guest experience and department operations.
Prioritize safety and uphold skier/snowboarder responsibility.
Continuously improve personal skiing or riding skills and teaching skills.
Assist with pre-season preparation, staff meetings, and end-of-season duties.
Help manage lesson reservations, guest check-ins, scheduling, and general guest inquiries.
Help maintain an organized, efficient, and welcoming Snowsports office and work environment.
Uphold Chestnut Mountain values and represent the resort at all times.
Comply with the Employee Handbook and resort policies regarding grooming, dress, and professional conduct.
Prioritize the safety of yourself, co-workers, and guests; report accidents, incidents, or unsafe conditions promptly.
Operate equipment safely and responsibly, follow company and departmental safety procedures, and drive in compliance with laws and resort policies.