Ski and Ride School Supervisor

Bolton Valley; Town of Vermont (WI); Hybrid; USD 24,000 - 29,000; Full time

Job summary

Bolton Valley is seeking a Ski and Ride School Supervisor to coordinate winter ski and snowboard trainings, private and group daily lessons, and select programs in a fun, learning-oriented environment.

You will supervise staff, assist with onboarding, training, and scheduling, design department budgets, monitor payroll, and work with the Ski and Ride Manager to grow revenue while maintaining safety and high-quality instruction.

Qualifications

• 1-2 minimum years teaching skiing or snowboarding.
• Level 1 PSIA/AASI Certification.
• Excellent organizational, supervisory and customer service skills.
• Knowledge of PSIA/AASI certification process.
• Competent computer skills.
• Ability to work well with staff, other departments, and the public.
• Ability to ski safely and confidently in all conditions.

Responsibilities

• Schedule staff for daily lessons, trainings, and programs.
• Collaborate with Supervisors/Coordinators for seasonal program harmony.
• Coordinate onboarding, training, and paperwork for seasonal personnel.
• Work with Ski and Ride Manager to streamline programs and monitor payroll/COGS.
• Support training sessions for new/returning staff and assist on slopes.
• Schedule employees according to anticipated customer needs.
• Assist in budgeting and financial oversight of the department.
• Encourage instructor development via in-house clinics and PSIA/AASI.
• Teach lessons when needed and support other departments.
• Monitor programming at other mountains and help create new programs.

Skills

PSIA/AASI Level 1

Teaching skiing/snowboarding

Organizational skills

Supervisory skills

Customer service

Computer skills

Team coordination

Education

High school diploma

PSIA/AASI Level 1 Certification

PSIA/AASI Level 2 Certification (preferred)

Job description

Job Title: Ski and Ride School Supervisor

Department: Ski and Ride School

Position Status: Full-Time-Seasonal

Pay Rate: $17.50-$21/hour

FLSA Status: Non-exempt

Reports To: Ski and Ride Manager

Date: August 27, 2026

Job Summary: In charge of coordinating the winter ski & snowboard trainings, private and group daily lessons, and select other programs at Bolton Valley, while promoting outdoor recreation by providing top-quality lessons and activities in a fun learning environment.

Essential Functions

• Ultimately responsible for scheduling staff for daily lessons, trainings, and assisting with programs.

• Work with Supervisors and Coordinators in striving for the overall harmony and cohesiveness of the entire Season long winter program.

• Help coordinate onboarding, training, new hire paperwork, and schedules for all seasonal personnel in those programs.
• Works with Ski and Ride School Manager to streamline programs, increasing revenue while monitoring payroll and COGS.
• Help coordinate and conduct training sessions for both new and returning staff and support them on the slopes and hill throughout multiple seasons.
• Schedule employees according to anticipated customer needs.
• Works with Manager to design a budget and oversee the finances of the department.

• Encourage the professional development of instructors and coaches through in-house clinics and PSIA, AASI and other teaching organizations.

• Teach lessons when needed.
• Provide support to all Programming Departments as needed.
• Continues to monitor other programming at other mountains and recreation areas, while working with Director to create new programs.

NOTE: All Bolton Valley employees are required to perform alternate functions from time to time, both within and outside of their assigned department, particularly during peak periods such as holiday weekends.

Customer Service Expectations: The Ski and Ride School Supervisor has frequent face-to-face and phone contact with customers. Must be helpful, friendly, courteous, and professional in accordance with Bolton’s commitment to providing superior customer service.

Required Qualifications

• 1-2 minimum years teaching skiing or snowboarding.
• Level 1 PSIA/AASI Certification
• Excellent organizational, supervisory and customer service skills
• Knowledge of PSIA/AASI certification process
• Competent computer skills

• Ability to work well with staff, other departments, and the public

• Ability to ski safely and confidently in all ski conditions and in varying types of terrain at all time

Preferred Qualifications

• Highschool Diploma
• Level 2 PSIA/AASI certification; Level 1 Child Specialist PSIA/AASI certification
• 1-2 Years of coordination experience
• 2-3 Years of ski resort experience

Physical and Mental Demands

• Physical demands of potentially skiing or snowboarding all day
• Stress involved with customer contact and coordination of a high number of workers.

Work Environment: Work is performed both outside in all weather conditions, including extreme cold, snow, wind and rain, on varied snow surfaces, as well as indoors. Indoor time is spent on the computer, phone, and interacting with customers.

Disclaimer The above statements are intended to describe the general nature and level of work being performed by people assigned to this classification. This is not an exhaustive list of all responsibilities, duties, and skills required. All employees may be required to perform duties outside of their normal responsibilities from time to time, as needed.

Bolton Valley is committed to making our work environment more diverse, equitable, and inclusive by never discriminating against race, religion, color of skin, gender, gender identity, sexuality, disabilities, age, national origin, and veteran status when hiring candidates and within our place of work. We believe that a range of lived experiences, voices, and perspectives directly contribute to the success of our team.