Operations Supervisor — Property Services

Superior Property Solutions is looking for an experienced Operations Manager to run the day-to-day field operations of our growing property services company. We service the GTA, Hamilton, southwestern Ontario, and Niagara with lawn care, property cleanouts, pack-and-store, inspections, and maintenance/renovation work. This is a hands-on, fast-paced role for someone who thrives on solving problems in real time and keeping a busy team on track.

This is an office-based role reporting directly to ownership.

What you'll do:

Daily Operations & Dispatch

- Build and issue daily routes and task assignments for field crews
- Monitor crews throughout the day, adjusting routes and reassigning jobs as issues, delays, or changes come up
- Get crews out the door each morning — confirm they have keys, paperwork, and all supplies/equipment needed for the day
- Troubleshoot in real time when jobs run long, equipment fails, or weather disrupts the schedule

Customer Service

- Ensure customer emails and calls are answered promptly and professionally
- Ensure job results, photos, and reports are submitted back to customers in a timely manner
- Handle customer issues and complaints as they arise, escalating where necessary

Employee & Administrative Oversight

- Address employee issues throughout the day (attendance, performance, conflicts, coverage gaps)
- Directly manage and support our administration employee to keep office/back-office tasks on track
- Ensure the billing book is kept accurate and up to date
- Support onboarding and training of new field staff

Cross-Functional Collaboration

- Work alongside ownership and the Field Manager to plan and improve day-to-day operations




- Help identify recurring problems and suggest process improvements
- Assist with equipment/fleet tracking and flag maintenance needs
- Support quoting or scheduling input when needed

What you bring:

- Previous experience in operations, dispatch, or scheduling (property services, landscaping, home services, logistics, or similar industry preferred)
- Strong organizational skills and ability to manage multiple moving parts at once
- Clear, professional communication — comfortable with customers and crews alike
- Calm under pressure and quick to problem-solve when plans change
- Comfortable using scheduling/routing software and basic office tools (email, spreadsheets)
- Valid driver's license
- Available for early morning starts

Nice to have:

- Experience supervising or managing a team
- Familiarity with billing/invoicing processes
- Background in lawn care, cleanouts, or similar field services

Job details:

- Full-time
- Reports to: Ownership
- Direct report: 1 (Administration employee), 12-15 field employees
- Location: Based out of our Millgrove, ON shop — office-based, field visits not expected
- Pay: $55,000–$68,000/year, based on experience
- Health insurance offered and paid for by employer

Pay: $55,000.00-$68,000.00 per year

Benefits

- Casual dress
- Company events
- Dental care
- Extended health care
- In office parking
- Paid time off
- Vision care

Application question(s):
- A background check may be required as a condition of employment.

Experience:
- Schedule management: 2 years (required)
- Supervising: 2 years (preferred)
- Operations management: 2 years (preferred)

Language:
- English (required)

Licence/Certification:
- Driving Licence (required)

Work Location: In person

📌 Operations Supervisor (Millgrove)
🏢 Superior Property Solutions
📍 Millgrove