Landscape Maintenance Supervisor
Lead a crew in maintaining properties through grass-cutting, repairs, and seasonal snow and ice management. Ensure operational efficiency, safety, and client satisfaction while providing training and coaching to team members.
- On-site
- Whitby, ON
- Posted Jul 21, 2026
- Apply by Oct 19, 2026
- 1 position
Job summary
LANDSCAPE MAINTENANCE SUPERVISOR Full-Time | Year-Round | Commercial Landscaping LEAD TEAMS. DELIVER QUALITY. GROW YOUR CAREER. At CSL Group Ltd., we're more than a landscaping company. We're a family-owned business that's been creating and maintaining exceptional commercial properties across Ontario since 1982. Our success is built on our SHARING values: Safety, Humility, Accountability, Respect, Integrity, Nurturing, and Growth. We're looking for an experienced Landscape Maintenance Supervisor to lead multiple landscape maintenance crews while ensuring our commercial properties consistently exceed client expectations. If you're a hands-on leader who enjoys developing people, building strong client relationships, and delivering high-quality work, we'd love to hear from you. WHAT YOU'LL DO As a Landscape Maintenance Supervisor, you'll oversee multiple commercial landscape maintenance crews while ensuring work is completed safely, efficiently, and to the highest standards. Your responsibilities will include: * Supervising and supporting multiple landscape maintenance crews across various commercial properties * Coaching, mentoring, and developing Crew Leaders and team members * Scheduling work and allocating labour, equipment, and materials to maximize productivity * Performing regular site inspections to ensure quality standards and client expectations are met * Building strong relationships with clients and addressing questions or concerns professionally * Identifying enhancement opportunities and working with the sales and operations teams to develop solutions * Ensuring crews follow all company safety policies and procedures * Managing equipment usage and ensuring proper care and maintenance * Completing daily reports, site inspections, production tracking, and other administrative responsibilities * Supporting recruitment, onboarding, training, and performance management of field employees * Assisting with snow and ice management operations during the winter season, including supervising crews during snow events WHAT WE'RE LOOKING FOR * 5+ years of commercial landscape maintenance experience * Previous experience supervising multiple crews or managing landscape operations * Strong leadership, coaching, and team-building skills * Excellent organizational and time management abilities * Experience managing client relationships in a commercial environment * Strong understanding of commercial landscape maintenance practices and equipment * Ability to identify problems, make decisions, and prioritize work in a fast-paced environment * Valid G Driver's Licence with a clean driving record * Basic computer skills, including Microsoft Office and digital reporting systems * Landscape Technician, Horticulture, or related education is considered an asset WHY JOIN CSL? * Full-time, year-round employment * Competitive compensation * Company-paid health and dental benefits * DPSP retirement savings program with company contributions * Paid training and professional development * Opportunities for advancement within a growing organization * Modern equipment and a strong safety culture * A supportive, family-oriented workplace built on our SHARING values WORKING CONDITIONS * Outdoor work in a variety of weather conditions throughout the year * Ability to lift up to 50 lbs * Occasional overtime and travel between job sites as required * Participation in winter snow and ice management operations, including on-call responsibilities during snow events If you're ready to take the next step in your landscaping career and lead high-performing teams with a company that values its people, apply today and grow your career with CSL Group Ltd.
What you’ll do
Lead a crew in maintaining properties through grass-cutting, repairs, and seasonal snow and ice management. Ensure operational efficiency, safety, and client satisfaction while providing training and coaching to team members.
Requirements
Requires 2-3 years of experience in landscaping or construction and a valid driver's license. A college diploma in landscaping and basic computer proficiency in Word and Excel are preferred.
Other relevant skills
Identified from the job description. Confirm important requirements above.
- Leadership
- Landscaping
- Crew Management
- Problem Solving
- Client Communication
- Equipment Operation
- Training and Coaching
- Reporting
- Snow and Ice Management
- Attention to Detail
- Accountability
- Lifting Ability
- Snow Removal
- Valid Driver's License
- Construction
- Management
- Communication
- Computer Literacy
- Humility
- Landscape Maintenance
- Mowing
- Mulch
- Painting
- Coaching
Job areas
- Trades
- Construction
- Management & Leadership
- Environmental & Sustainability
- Landscape Maintenance Foreman
- Landscaping / Grounds Supervisor
- Gardeners, Horticultural and Nursery Growers
- First-Line Supervisors of Landscaping, Lawn Service, and Groundskeeping Workers
Additional details
- Minimum education
- Professional degree
- Minimum experience
- 2+ years
- Apply by
- Oct 19, 2026
- Posting language
- English
- Working hours
- 40 hours per week
