Job Summary

As Maintenance Supervisor, you’ll lead and coordinate crews delivering lawn maintenance in summer and snow removal in winter for our residential and commercial clients. You’ll be the link between the field and the office, making sure routes run on schedule, work meets our standards, and clients are happy.

Responsibilities

Crew Leadership

- Supervise, schedule, and assign daily routes and tasks to maintenance crews
- Train crew members on equipment use, safety practices, and service standards
- Lead by example on job sites and keep morale and accountability high

Lawn Maintenance (Seasonal)

- Oversee mowing, trimming, edging, cleanups, fertilizing, and general property upkeep
- Perform quality checks on residential and commercial properties
- Coordinate seasonal services such as spring and fall cleanups

Snow Removal (Seasonal)

- Manage snow clearing operations for residential driveways and commercial lots and walkways
- Monitor weather and plan crew deployment, including early-morning and overnight call-outs
- Ensure de-icing and salting are completed to client and safety requirements

Operations & Client Service

- Respond to client questions, concerns, and service requests promptly and professionally
- Keep accurate records of crew hours, completed work, and any incidents or property damage




- Inspect and maintain equipment, report repairs, and track fuel and materials
- Enforce workplace health and safety policies on every site

Qualifications

Required

- 2 years of experience in landscape maintenance and/or snow removal, including 1 year in a lead or supervisory role
- Valid Class 5 driver’s licence with a clean driving abstract
- Working knowledge of commercial mowers, trimmers, snow plows, skid steers, and related equipment
- Robust organizational and time-management skills, with the ability to manage multiple routes
- Clear communication skills and a customer-first attitude
- Availability for early mornings, evenings, weekends, and storm-related call-outs during winter
- Physically able to work outdoors in all weather conditions

Assets

- Experience with route planning or scheduling software
- Trailering experience (Class 5 with trailer endorsement or similar)
- Knowledge of snow contract practices, such as per-event and seasonal contracts

What We Offer
- Year-round full-time employment, with work in both seasons
- Opportunity to grow with a small, expanding company
- Supportive, hands-on leadership

Pay: $25.00-$30.00 per hour

Expected hours: No less than 40.0 per week

Work Location: In person

📌 Maintenance Supervisor (Winnipeg)
🏢 Kindret Construction
📍 Winnipeg