Mississauga, On Fleet maintenance supervisor Jobs – 51 Openings This Week

Technical Trainer - Red Seal Mechanic
Midland Transport —Brampton, ON
- Full-time
- Microsoft Powerpoint
- Microsoft Excel
- Microsoft Outlook
- Dental care
- Paid time off
Quick apply
Heavy Duty Equipment Technician
Big Country Equipment Repair —Ontario
- $62.50–$93.75 an hour
- Full-time
- Schematics
- English
- Assembly
- Disability insurance
- Dental care
Quick apply
21h
Engineering Technologist, Rail Cars and Shops
Toronto Transit Commission —Toronto, ON
- $104,124.80–$130,166.40 a year
- Full-time
- Microsoft Office
- Analysis skills
- Training & development
- Dental care
- Vision care
5d
310T Mechanic - Straight Days
Switzer-CARTY Transportation —Oakville, ON
- From $41.20 an hour
- Overtime
- Organizational skills
- Computer skills
- In-person
- Disability insurance
- Dental care
Quick apply
7h
Heavy Duty Mechanic
Big Country Equipment Repair —Ontario
- $62.50–$93.75 an hour
- Full-time
- Schematics
- English
- Assembly
- Disability insurance
- Dental care
Quick apply
21h
Licensed Mobile Mechanic - Sudbury, ON
Student Transportation of Canada —Ontario
- Up to $50 an hour
- Overtime
- Maintenance
- Driving
- In-person
- Disability insurance
- Relocation assistance
Quick apply
Licensed 310T Truck and Coach Technician - Nights
Triple M Metal —Brampton, ON
- $44.19 an hour
- Full-time
- Dental care
- Vision care
Quick apply
Hydrovac Operator
Gear Equipment —Greater Toronto Area, ON
- $43.39 an hour
- Full-time
- Construction experience
- In-person
Quick apply
310T Mechanic - Straight Days
Switzer-CARTY Transportation —Mississauga, ON
- From $41.20 an hour
- Overtime
- Organizational skills
- Computer skills
- In-person
- Disability insurance
- Dental care
Quick apply
7h
Maintenance Coordinator
Charger Logistics Inc —Brampton, ON
- $50,000–$65,000 a year
- Weekends as needed
- Inventory management
- Customer service
- Microsoft Office
Quick apply
3d
Mod Technician
Cadre Staffing Inc. —Toronto, ON
- $23–$25 an hour
- Full-time
- Schematics
- Engineering
- English
Non Emergency Patient Transfer Supervisor - GTA
Voyago —Etobicoke, ON
- $59,000–$63,000 a year
- Full-time
- Microsoft Powerpoint
- Microsoft Excel
- Microsoft Outlook
- Employee assistance program
Quick apply
13d
Maintenance Technician I (310T)
Stock Transportation —Rexdale, ON
- $42.48 an hour
- Full-time
- Microsoft Excel
- Organizational skills
- Computer skills
Quick apply
Senior Security Technician - Installs
Convergint Technologies Ltd —Mississauga, ON
- $30–$40 an hour
- Microsoft Word
- Microsoft Excel
- Microsoft Outlook
- Designated paid holidays
- Dental care
Quick apply
4d
BAS Technician
Convergint Technologies Ltd —Mississauga, ON
- $30–$38 an hour
- Full-time
- Microsoft Word
- Microsoft Excel
- Microsoft Outlook
- Designated paid holidays
- Dental care
Quick apply
Handyman/ Maintenance - $30.95/hr
Super Save Toilet Rentals —Mississauga, ON
- $30.95 an hour
- Weekends as needed
- Electrical experience
- Plumbing
- In-person
- Disability insurance
- Dental care
Quick apply
Fleet Manager
Bronte Construction —Oakville, ON
- $90,000–$115,000 a year
- Full-time
- CPR Certification
- High school diploma or GED
- First Aid Certification
- Profit sharing
- Dental care
Quick apply
Operations Supervisor, Fleet
Gatik AI —Toronto, ON
- High school diploma or GED
- Bachelor's
- Organizational skills
Quick apply
Transportation Supervisor
Sysco Canada —Toronto, ON
- $65,000–$85,000 a year
- Analysis skills
- Bachelor's
- Travel
- Employee stock purchase plan
- Disability insurance
3d
Warehouse Supervisor - PDC
Rush Enterprises —Mississauga, ON
- $26–$30 an hour
- Full-time
- Customer service
- Forklift
- Microsoft Office
Quick apply

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fleet maintenance supervisor jobs near mississauga, on

Technical Trainer - Red Seal Mechanic

Midland Transport -
Brampton, ON

Quick apply

Job details

Full-time

Qualifications

Microsoft Powerpoint
Red Seal
Microsoft Excel
Microsoft Outlook
Schematics
Maintenance
College diploma
AI
Communication skills
Mechanical knowledge

Full job description

Midland Transport is currently seeking a Technical Trainer - Red Seal Mechanic at our Moncton or Brampton Maintenance Facility. The selected candidate will be responsible for designing, delivering, and evaluating technical training programs that equip mechanics and maintenance personnel with the mechanical knowledge, safety practices and diagnostic skills needed to effectively maintain and repair Midland’s fleet of heavy‑duty trucks and trailers.

The Work Schedule: Primarily Day Shift - Monday to Friday

With flexibility to work evenings as needed to accommodate Evening Technicians.

Benefits To Joining Midland:

A dynamic, safe, and rewarding work environment
A flexible health, drug, dental, and vision plan
RRSP matching program
Employee & Family Assistance Programs
Health & Wellness reimbursements, includes gym memberships, fitness classes or online workout programs
3 weeks' paid vacation
Maternity leave top-up program
Growth and progression opportunities within Midland Transport and large network of the JD Irving group of companies

Develop, update, and maintain training programs covering mechanical systems, diagnostics, and repair procedures
Create hands-on training plans for new hires and apprentices, including preparation for Red Seal certification
Deliver engaging classroom and shop‑floor training sessions on engines, brakes, suspensions, electrical components, and other mechanical systems
Provide refresher and upskilling training for experienced technicians
Ensure all training materials meet OEM standards, safety regulations, and company policies
Maintain accurate training records, including completion tracking and competency assessments
Mentor apprentices and junior mechanics, supporting their learning, development, and certification pathways
Partner with shop supervisors to identify skill gaps and recommend targeted training solutions
Evaluate training effectiveness through feedback, performance metrics, and post‑training assessments, including recommendations for technician skill‑level and salary progression
Continuously improve training programs based on industry trends, best practices, and internal feedback
Ability to travel regularly to all Midland Garages to meet with Technicians and support training plan is required for this role

Trade Certification or College Diploma
Minimum 5 years of experience in mechanical maintenance, with at least 2 years in a training or mentorship role
Red Seal Certification in Truck & Transport or Heavy-Duty Mechanics preferred
Strong communication and instructional skills
Proficiency in diagnostic tools (e.g., Cummins Insite, Detroit Diagnostic Link)
Familiarity with fleet management and shop software
Ability to interpret technical manuals and schematics
Knowledge of various software such as Outlook, Powerpoint and Excel would be an asset
Ability to facilitate in-class training sessions with groups of technicians
Willing to Travel within Canada and States for as required for training or attending trade shows

At Midland, we’re not just moving freight — we’re building the next generation of transportation. We’ve been one of the most trusted carriers in Canada and the United States for over 55 years. We are driven by superior quality service, innovation, and a commitment to excellence. We’re investing in technology to deliver measurable customer-focused solutions, and we’re also committed to sustainability and growth.

Joining Midland means becoming part of a dynamic company that values safety, continuous improvement, and results. Our employees are the driving force behind our success, and we’re proud to foster a workplace where talent thrives, ideas are valued, and careers are built for the long haul. Whether on the road or in a service centre or office, every Midland employee helps build lasting relationships with our customers. We’re looking for motivated and skilled people who want to contribute to our high-performing team and be part of a business that is growing, evolving, and setting the standard in transportation and logistics.

Let’s drive success together.

Founded in 1882, J.D. Irving, Limited (JDI) operates in Eastern Canada (New-Brunswick, Nova Scotia, Prince Edward Island, Québec, Ontario, Newfoundland and Labrador), as well as in USA. We are a team of 20,000 dedicated employees. At J.D. Irving, Limited, you are part of a dynamic team of professionals who lead with integrity and are passionate about delivering results. With a culture that nurtures talent and creates an inclusive workplace, you can grow your career across our various operating divisions.

We are committed to creating accessible environments for our colleagues, candidates, and customers. Requests for accommodation due to a disability (which may be visible or invisible, temporary, or permanent) can be made at any stage of application and employment. We encourage candidates to make their accommodation needs known so that we can provide equitable opportunities.

Worried you do not meet all the requirements? Studies have shown that many applicants apply only to job opportunities when they feel they meet 100% of the criteria. We promote an inclusive environment where everyone is appreciated, recognized, and empowered to contribute fully. If you are interested in this position but are worried you did not meet all the requirements, we would encourage you to still apply.

Our recruitment advisors and hiring teams will utilize human screening combined with AI technology to help identify the skills and qualities that matter most to our business, while safeguarding your privacy and using AI responsibly.

We appreciate your interest in our company however only those candidates selected for an interview will be contacted.

Work Location: In person

Quick apply

Refine Your Search

fleet maintenance supervisor jobs in mississauga, on

Technical Trainer - Red Seal Mechanic

Heavy Duty Equipment Technician

Engineering Technologist, Rail Cars and Shops

310T Mechanic - Straight Days

Heavy Duty Mechanic

Licensed Mobile Mechanic - Sudbury, ON

Licensed 310T Truck and Coach Technician - Nights

Hydrovac Operator

310T Mechanic - Straight Days

Maintenance Coordinator

Mod Technician

Non Emergency Patient Transfer Supervisor - GTA

Maintenance Technician I (310T)

Senior Security Technician - Installs

BAS Technician

Handyman/ Maintenance - $30.95/hr

Fleet Manager

Operations Supervisor, Fleet

Transportation Supervisor

Warehouse Supervisor - PDC

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