About The Simple Investor
The Simple Investor is a leading real estate investment and property management firm based in Ontario, Canada. For over 15 years, we have helped investors grow and manage their portfolios by making real estate investing simple, transparent, and effective. Our integrated approach combines strategic acquisition with professional property management services to deliver consistent, long-term value.
Position Overview
We are seeking a dependable, skilled, and motivated Traveling Maintenance Technician to join our growing property management and maintenance team. This position involves traveling between multiple residential properties to complete maintenance requests, renovations, repairs, and unit turnover projects while ensuring properties remain safe, functional, and well-maintained for tenants and ownership groups.
The ideal candidate is hands-on, detail-oriented, organized, and experienced in general maintenance, renovations, and residential repair work. This role requires someone who can work independently, manage multiple priorities, and provide professional service across various locations.
Key Responsibilities
1. General Maintenance & Repairs
· Complete assigned maintenance requests efficiently and professionally across multiple properties
· Perform drywall repairs, patching, sanding, painting, caulking, and finishing work
· Repair and replace doors, locks, trim, hardware, windows, and closet systems
· Troubleshoot and complete minor plumbing, electrical, appliance, and general building repairs
· Install and repair toilets, faucets, sinks, fixtures, and address minor leaks
· Perform flooring repairs and installations including laminate, vinyl plank, tile, and carpet
· Conduct preventative maintenance and assist with building system shutdowns when required
· Inspect and replace smoke detectors, air filters, locks, and other safety-related items
· Maintain tools, equipment, and maintenance inventory in safe working condition
· Monitor material usage and communicate supply needs to management
· Support exterior maintenance, landscaping, seasonal cleanup, and curb appeal initiatives
2. Unit Turnovers & Renovations
· Complete apartment turnovers and renovation projects within scheduled timelines
· Prepare vacant units for new tenant occupancy according to company standards
· Install cabinetry, countertops, vanities, trim, flooring, doors, and hardware
· Assist with appliance installations and basic plumbing connections
· Ensure work areas remain clean, organized, and free of debris during and after projects
· Assist tradespeople and contractors with electrical, plumbing, and HVAC-related work as needed
3. Emergency Response & On-Call Support
· Participate in occasional evening, weekend, and on-call emergency rotations
· Respond promptly to urgent maintenance issues to minimize tenant disruption and property damage
· Assist with emergency situations including floods, lockouts, fire alarms, power outages, and safety-related incidents
· Secure buildings, vacant units, and common areas when necessary
· Accurately document emergency repairs, maintenance activities, and follow-up actions
4. Communication & Team Collaboration
· Maintain professional communication with tenants, vendors, property managers, and team members
· Document completed work orders, inspections, tenant interactions, and maintenance updates using company systems
· Report safety concerns, major repairs, or property issues to management in a timely manner
· Work collaboratively with the maintenance and property management teams to prioritize tasks and ensure efficient operations
Qualifications & Skills
· Minimum 2 years of experience in residential maintenance, renovations, handyman services, or a similar role
· Strong knowledge of general carpentry, drywall, painting, plumbing, flooring, and basic electrical systems
· Experience using hand tools, power tools, and maintenance equipment safely
· Basic understanding of HVAC systems and general building maintenance
· Strong troubleshooting and problem-solving abilities
· Excellent organizational skills and attention to detail
· Ability to work independently with minimal supervision
· Comfortable using smartphones, email, apps, and digital work order systems
· Valid driver’s license and reliable personal vehicle required
· Clean driver’s abstract preferred
· Ability to lift heavy materials and perform physically demanding work
· Flexibility to travel between multiple property locations as required
· Availability for occasional after-hours or emergency maintenance support
Apply Now!
Pay: $47,840.00-$52,000.00 per year
Benefits:
- Casual dress
- Dental care
- Extended health care
- On-site parking
- Paid time off
- Vision care
Ability to commute/relocate:
- Windsor, ON: reliably commute or plan to relocate before starting work (required)
Licence/Certification:
- Driving Licence (required)
Willingness to travel:
Work Location: In person
