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Lawn Maintenance & Snow Senior Manager

Hamilton, OntarioFull-time
CA$110,000 - CA$120,000 annually
About the Job
Are You Our Next Operations Leader?: 
Managing multiple properties year-round takes more than hard work — it takes strong leadership, organization, accountability, and the ability to keep operations running smoothly in every season. 

At Oakridge Landscape Contractors, we’ve proudly built and maintained over 60 commercial and residential properties across Southern Ontario for more than 30 years. As we continue to grow, we’re looking for a Lawn Maintenance & Snow Services Senior Manager to lead our grounds maintenance and winter operations teams. 

What the Role Looks Like:
This is a hands-on leadership role focused on operations management, service quality, team leadership, and client satisfaction. 

Key Responsibilities: 
  • Lead daily operations across lawn maintenance, groundskeeping, and snow removal divisions.
  • Ensure all sites meet company standards for safety, cleanliness, and appearance.
  • Coordinate with clients, vendors, subcontractors, and internal teams.
  • Conduct regular site inspections and resolve issues quickly and professionally.
  • Build schedules, manage seasonal workflows, and allocate staff and equipment efficiently.
  • Oversee contracts, service delivery, productivity, and team accountability.
  • Manage emergency service calls, reporting, invoicing, and operational logistics.
  • Lead winter operations including snow and ice management, documentation, and site readiness.
  • Support and mentor supervisors and field staff to drive performance and team development.

What We’re Looking For: 
  • Valid drivers license with a clean driving record.
  • 5+ years of experience in landscape operations, property maintenance, or facilities management.
  • Strong knowledge of lawn maintenance, groundskeeping, and snow/ice management operations.
  • Experience with project costing, scheduling, safety standards, and contract management.
  • Strong leadership, communication, and organizational skills.
  • Tech-savvy with proficiency in Microsoft Office and operational software.
  • Ability to problem-solve and make decisions in fast-paced environments.

Vacancy: 1 Full-Time Position.

Why Join Oakridge?: 
  • Competitive Salary: $110,000$120,000 based on experience.
  • Company Vehicle & Phone.
  • Comprehensive Benefits Package after 90 days.
  • RRSP Matching Program.
  • Stable, year-round leadership role.
  • Supportive team culture with company events, BBQs, and holiday celebrations.
  • Opportunity to grow with a well-established and expanding company.
  • Make a real impact within a respected industry leader.

How to Apply: 
If you’re ready to lead teams, manage operations, and take ownership of multiple properties year-round, we’d love to hear from you. 
Please send your resume to jobs@oakridgelandscape.com.
Oakridge Group Inc Website: https://oakridgelandscape.com/
Oakridge Group Inc. is proud to be an equal opportunity employer. We welcome applicants from all backgrounds and are committed to creating an inclusive workplace. Accommodations are available throughout the hiring process upon request. 

Tags: Lawn Maintenance, Groundskeeping, Snow Removal, Operations Manager, Property Maintenance, Landscape Management, Facilities Management 
About Oakridge Landscape Contractors
Building Landscapes and Relationships since 1992
Oakridge Group Inc. was founded in 1992 with a strong commitment to quality. For over 30 years, we’ve built a reputation for creating award-winning residential and commercial landscapes across Southern Ontario. Our success is grounded in the lasting relationships we build with our clients and the pride we take in every project.