• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Grooming & Trails Supervisor

$60,000–70,000/yr 29d ago

Grooming & Trails Supervisor

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

KILLINGTON PICO SKI RESORT

Killington, VT, US

On-site

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

Supervise daily snow grooming operations and trail maintenance projects while managing staff and coordinating with various resort departments. Ensure adherence to operating standards, safety protocols, and grooming plans based on weather and skier traffic.

Job Description

Job Details: Job Location: Killington Resort - Killington, VT, Position Type: Full-Time Year Round, Salary Range: $60000.00 - $70000.00Salary, Job Category: Mountain Operations, Compensation and Benefits:

Compensation: Salary, adjusted based on experience
Benefits: Full-time, year-round, benefited position including:

Optional company subsidized medical, dental, vision, flexible spending account, health savings account, employer paid short term disability & long-term disability offerings
401(k) retirement plan (with company match up to 5%)
Paid parental leave
Paid time off, holiday and sick pay
Free season pass for employee/dependents
Privileges at several other resorts
Several discount programs (i.e. food & beverage, retail/rental, friends & family tickets, etc.)

Job Summary:

As part of the Grooming leadership team, supervise day-to-day snow grooming operations in the winter as well as trail maintenance and capital projects in the summer. Effectively interfacing with related departments including Snowmaking, Lift Operations, Patrol, Events, Lift Maintenance, Vehicle Maintenance, Terrain Parks, Marketing and others as needed.

Summary of Key Responsibilities:

Responsibilities and essential job functions include but are not limited to the following:

Plan, supervise and coordinate the daily functions of all snow grooming operations
In wintertime, exercise full supervisory authority, directly and indirectly, over up to 40 employees (Shift Foremen, Hill Chiefs, Groomer 3, Groomer 2, Groomer 1) Including assisting in interviewing/hiring, disciplinary and evaluating
In summertime, exercise full supervisory authority, directly and indirectly, over up to 12 equipment operators/laborers Including assisting in interviewing/hiring, disciplinary and evaluating
Assist in planning and conducting regular staff meetings and safety meetings
Confer regularly with staff to plan and coordinate activities, assign and check work, resolve problems and the like
Assist in planning work schedules & time keeping as needed
Assist in planning grooming operations.  Inspect trails for grooming needs.  Coordinate and schedule machinery and staff to complete needed work. Inspect completed grooming work for adherence to standards. Follow up as necessary
Develop, implement, and audit operating standards and procedures for grooming.  Assist in establishing and auditing a comprehensive training program
Assist in developing a daily grooming plan based on personal observation as well as information derived from Snowmaking, Patrol, Skier Traffic, weather forecasts, and special needs from other departments (Lifts, Racing, Events, Marketing, etc..).  Prioritize the plan and distribute to shift foremen. Audit regularly and make changes as necessary.
Communicate effectively to Vehicle Maintenance concerning problems or vehicle needs to assist in prioritization of work load in maintenance shop
Assist in providing comprehensive and timely information to Marketing regarding trails groomed, accumulation of new snow, depth of base snow, surface conditions
Confer regularly with the Grooming and Night Operations managers and other company departments to plan, coordinate and evaluate services/projects and activities.  Exchange information and resolve problems.  Attend staff meetings and participate in training sessions
Assist in developing yearly capital programs for the Grooming & Trails departments 
Assist in planning and managing summer and capital projects
Follow the Resort Etiquette Guidelines while interacting with the guests and respond to all guests in a courteous, efficient manner
Perform other tasks as assigned

Qualifications: Basic Qualifications:

High school education or equivalent
Valid US drivers license
Must be at least 18 years of age
Advanced skiing ability
Ability to respond quickly to changing surface/weather conditions
Good planning, administrative and supervisory skills.
Proficient math/budget skills
Ability to sit for extended periods of time while operating snow grooming equipment
Ability to work cooperatively with various company personnel and outside firms

Required Knowledge, Skills and Abilities:

5-7 years of experience in snow grooming operations and relevant technical and supervisory experience from which comparable knowledge and skills are acquired
Broad base of technical knowledge and skills related to ski trail surface preparation and maintenance, including reaction of snow and skis under various weather conditions, heavy equipment operation & erosion control
Good mechanical skills
Good communications skills; good basic teaching/training skills
Advanced skiing ability is preferred

It is the policy of Killington/Pico Ski Resort Partners, LLC to provide equal opportunity and employment to all staff and applicants.  No person shall be discriminated against in any condition of employment because of race, color, religion, ancestry, national origin, sex, sexual orientation, gender identity, place of birth, age, physical or mental condition, or any qualified individual with a disability or veteran status.

Work where you play - Apply now!

About the company

KILLINGTON PICO SKI RESORT

Killington/Pico Ski Resort has a number of jobs available throughout the summer and winter seasons. For a list of our currently open positions and to apply online, go to www.killington.com/jobs and click on the open positions link.

Founded

1958

Company size

501-1,000 employees

Industry

Recreational Facilities

Org type

Public Company

Apply Now

About the company

KILLINGTON PICO SKI RESORT

Killington/Pico Ski Resort has a number of jobs available throughout the summer and winter seasons. For a list of our currently open positions and to apply online, go to www.killington.com/jobs and click on the open positions link.

Founded

1958

Company size

501-1,000 employees

Industry

Recreational Facilities

Org type

Public Company

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.