Snowsports Supervisor

Chestnutmtn; Galena (IL); On-site; USD 21,000 - 34,000; Part time

Benefits offered by this job

Season pass for yourself

Employee housing available

Job summary

Chestnut Mountain Resort seeks a Snowsports Supervisor to support daily operations of the Snowsports Department, including the Ski and Snowboard School and Powder Pups program. You will collaborate with the Snowsports Office Coordinator to ensure smooth operations and an exceptional guest experience.

The role requires leadership, strong skiing/riding skills, and the ability to balance on-snow work with administrative tasks in a seasonal winter setting at Chestnut Mountain Resort in Galena, IL.

Qualifications

• Must be 18 years or older.
• Strong intermediate to advanced skier/rider; PSIA/AASI Level II preferred.
• Genuine passion for snowsports and teaching others.
• Experience teaching, coaching, or supervising; leadership experience preferred.

Responsibilities

• Lead and mentor ski and snowboard instructors.
• Coordinate daily instructor assignments and lesson schedules.
• Support lesson planning, teaching techniques, and guest interactions.
• Promote a positive, professional, team‑oriented environment.
• Attend clinics and trainings with PSIA/AASI certified staff.
• Assist with on-snow and administrative duties as needed.

Skills

Skiing/Snowboarding

Leadership

Communication

Teaching/Coaching

Guest service

Education

College experience or degree preferred

Job description

Snowsports Supervisor

Location: Chestnut Mountain Resort, Galena, IL

Position: Snowsports Supervisor

Schedule: Seasonal (Winter)

Compensation: Hourly wage (TBD) + Season pass + Employee Housing

About Chestnut Mountain Resort

Chestnut Mountain Resort is the Midwest's premier year-round destination, offering action-packed activities and family-friendly amenities. Our property features 60 acres of lift-accessible terrain for skiing and snowboarding, the Farside Terrain Park, Farside Downhill Mountain Bike Park, Alpine Slide, Soaring Eagle Zipline, Mississippi River Cruises, Disc Golf, Mini Golf, and much more.

Our mission is to deliver memorable experiences, enhance people's lives, and create a fun, inspiring culture. We aim to create exceptional guest experiences at every touchpoint, and our employees play a key role in making that happen. We seek natural communicators, problem-solvers, and enthusiastic individuals who share a passion for mountain life and providing "best day ever" experiences for every guest.

About the Snowsports Department

The Snowsports School at Chestnut Mountain introduces individuals to the joy of skiing and snowboarding, helping them build skills, confidence, and a lifelong love of the sport in a safe, friendly, and fun environment.

The Snowsports School consists of the Ski and Snowboard School, which offers private, semi-private, and beginner group lessons, as well as our Powder Pups program, a kids' learn-to-turn program.

Season Details

• Winter season runs approximately from December through March (exact dates TBD)
• Supervisor role begins with pre-season setup and instructor training
• Powder Pups operates Friday-Sunday and on select holiday weekdays
• Hourly pay reflects the seasonal, part-time nature of the position
• Instructor training early December

Role Summary

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. This position also collaborates with the Powder Pups Supervisor and Snowsports Office Coordinator to ensure smooth daily operations, effective communication, and an exceptional guest experience.

This position serves as a leader, mentor, and resource for instructors, helping maintain a positive, professional, and supporting teaching environment. This role requires a strong and confident skier or snowboarder with at least intermediate riding ability (PSIA/AASI Level II), and the ability to lead by example.

In addition to on-snow responsibilities, the Snowsports Supervisor assists with administrative tasks, lesson scheduling, desk operations, and departmental organization in collaboration with the Snowsports Office Coordinator. The ideal candidate is adaptable, organized, enthusiastic, and comfortable balancing responsibilities both on and off the snow.

Essential Duties & 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 all guests and students.
• Seek opportunities to enhance the guest experience and department operations
• Prioritize safety and always uphold skier/snowboarder responsibility
• Continuously improve personal skiing/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 Chestnut Mountain Resort's Employee Handbook and follow all resort policies regarding grooming, dress and professional conduct

Safety Responsibilities

• Prioritize the safety of yourself, co-workers, and guests at all times
• Immediately report accidents, incidents, or unsafe conditions to the appropriate supervisor or department
• Operate all equipment safely and responsibly
• Follow all company and departmental safety policies and procedures
• Drive in compliance with all laws and Chestnut Mountain policies

Qualifications

• Must be 18 years or older
• College experience and/or degree preferred.
• Strong intermediate to advanced skier/rider (PSIA/AASI Level II); 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; leadership or supervisory experience preferred
• 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 the cold!!
• Positive, team-oriented, and professional attitude
• Basic computer skills and the ability to learn reservation systems, scheduling software, and other departmental tools.

Perks & Benefits

• Season pass for yourself
• Employee housing available - dorm style
• Supportive, fun, and collaborative team environment
• Instructor training and skill development opportunities
• Discounts on food and products in the retail area
• Pro-deals and discounts for PSIA/AASI Instructors

Join Us! If you're ready to share your love of skiing and create unforgettable winter memories, we'd love to have you on the Chestnut Mountain team!