Hands-On Maintenance Supervisor — Resort Operations

Sugarloaf; Carrabassett Valley (ME); On-site; USD 39,000 - 44,000; Full time

Benefits offered by this job

Free lift pass for skiing/riding

Discounts at resort F&B and retail

Mid-week golf rounds at Sugarloaf Golf

Access to resort adventure activities

Discounted passes at partner resorts

Medical/Dental/Vision/Life Insurance

401K with company match

Job summary

Sugarloaf is seeking a hands-on Building Maintenance Supervisor to lead a maintenance crew of 5 to 12, ensuring safe, reliable operation across the resort and managed properties.

You will schedule work, train staff, oversee equipment, handle estimates, and drive safety compliance while maintaining positive relationships with staff, owners, and guests.

This full-time, year-round role includes benefits and opportunities for career growth in a beautiful Maine setting.

Qualifications

• High school diploma or equivalent.
• Previous supervisory experience preferred; hands-on building maintenance or field experience preferred.
• Valid driver's license required.
• Working knowledge of Microsoft Office and comfort with email-based communication.
• Familiarity with OSHA general industry and construction safety standards.
• Sound judgment and the ability to adapt procedures to new or unexpected situations.
• Ability to perform physical work on a regular basis, including frequent lifting and carrying (up to 50+ lbs), climbing ladders, and working outdoors in varying weather conditions.

Responsibilities

• Lead, train, and support a maintenance crew of 5 to 12 team members, adjusting staffing to seasonal demand.
• Schedule and assign staff and equipment to keep work orders moving and service standards high.
• Operate and maintain departmental equipment safely and correctly.
• Prepare estimates and initiate billable maintenance work.
• Inspect ongoing and completed assignments to confirm quality and safety standards are met.
• Oversee resort and HOA maintenance and capital improvement projects.
• Champion a strong safety culture, including Job Hazard Analyses (JHAs) and clear safety communication.
• Support hiring and training of new team members and help build effective systems and processes.
• Step in for the Property Support Manager when needed.
• Maintain professional, cordial relationships with staff, property owners, and guests.

Skills

Team leadership

Hands-on maintenance

Safety awareness

Communication

Education

High school diploma or equivalent

Tools

Microsoft Office

Job description

Sugarloaf is seeking a hands-on Building Maintenance Supervisor to lead a maintenance crew of 5 to 12, ensuring safe, reliable operation across the resort and managed properties.

You will schedule work, train staff, oversee equipment, handle estimates, and drive safety compliance while maintaining positive relationships with staff, owners, and guests.

This full-time, year-round role includes benefits and opportunities for career growth in a beautiful Maine setting.