Field Operations Manager / Working Crew Lead

Prime Property Management is a growing property management and maintenance company serving the Sugarloaf and Carrabassett Valley area. We provide comprehensive property maintenance, landscaping, snow removal, land management, and association services to residential properties, condominium associations, and private homeowners.

We're looking for an experienced, motivated Field Operations Manager / Working Crew Lead to join our team. This is a hands-on leadership position for someone who takes pride in their work, knows how to get things done efficiently, and enjoys leading a team.

We're not looking for someone who simply supervises from the sidelines. We want someone who leads by example, works alongside the crew, and takes ownership of getting the job done right.

Field Operations & Crew Leadership

• Work alongside our existing field leadership to coordinate daily operations, crew assignments, and project execution.

• Lead, motivate, and hold field employees accountable for productivity, quality, and professionalism.

• Actively participate in fieldwork, operating equipment, performing maintenance, and assisting crews as needed.

• Plan and prioritize daily and weekly work schedules based on customer needs, weather conditions, and available resources.

• Train and mentor employees on proper techniques, equipment operation, safety, and work expectations.

• Identify opportunities to improve efficiency, reduce downtime, and strengthen crew performance.

Property Maintenance & Project Execution

• Oversee and perform seasonal property maintenance, including landscaping, mowing, brush clearing, tree work, and general groundskeeping.

• Coordinate and actively participate in winter operations, including snow plowing, snow removal, sanding, and ice management.

• Assist with land clearing, trail maintenance, drainage improvements, gravel roads, and other property improvement projects.

• Operate and maintain trucks, plows, tractors, skid steers, excavators, trailers, and other equipment as qualified.

• Ensure projects are completed safely, on time, within expected labor hours, and to company quality standards.

• Identify maintenance needs, equipment issues, and opportunities for additional customer services.

Operational Accountability

• Ensure crew members arrive prepared, stay productive, and complete assigned work.

• Monitor labor hours, job progress, equipment utilization, and material usage.

• Communicate regularly with company leadership regarding scheduling, staffing, project status, and operational challenges.

• Maintain accurate time records, job notes, and documentation.

• Ensure trucks, tools, and equipment are properly maintained, organized, and ready for use.

• Respond to operational issues and help develop practical solutions rather than simply escalating problems.

• Maintain professional relationships with homeowners, association representatives, vendors, and customers.

Required:

• 5+ years of hands-on experience in property maintenance, landscaping, construction, excavation, snow removal, or a related trade.

• Previous experience supervising, leading, or coordinating field crews.

• Strong mechanical aptitude and experience operating commercial equipment.

• Ability and willingness to perform physical labor alongside employees.

• Strong organizational skills and the ability to manage multiple jobs and priorities.

• Excellent communication skills and a professional, team-oriented attitude.

• Demonstrated reliability, accountability, and sound judgment.

• Valid driver's license and acceptable driving record.

• Ability to work outdoors in all seasons and weather conditions.

• Availability for early mornings, storms, weekends, and emergency responses when required.

Preferred:

• Experience with commercial snow plowing and winter storm operations.

• Experience operating skid steers, excavators, tractors, and other heavy equipment.

• Experience with residential property management, condominium associations, or commercial grounds maintenance.

• Basic knowledge of equipment maintenance and troubleshooting.

• Experience estimating jobs, managing labor budgets, and tracking project profitability.

• CDL or relevant equipment certifications.

The right person will be:

• A working leader: Comfortable directing a crew one minute and operating equipment or doing physical work the next.

• Accountable: Takes responsibility for results, follows through, and holds others to high standards.

• Experienced: Understands the work firsthand and can make practical decisions in the field.

• Organized: Can coordinate people, equipment, and jobs without constant direction.

• A problem solver: Identifies issues early and brings solutions.

• A team player: Works collaboratively with existing field leadership and contributes to a positive work environment.

• Customer-focused: Understands that quality work, reliability, and professionalism are essential to our reputation.

• Full-time, year-round employment.

• Competitive compensation based on experience and capabilities.

• Opportunity to take on meaningful leadership responsibilities in a growing company.

• Variety of work across property maintenance, landscaping, snow operations, and land management.

• A practical, team-oriented work environment where initiative and hard work are valued.

• Opportunity for increased responsibility as the company expands.

If you're an experienced field professional who enjoys hands-on work, leading people, and taking ownership of results, we'd like to hear from you.

Prime Property Management Carrabassett Valley, Maine