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How much does a Transportation Supervisor make in Winnipeg, Manitoba?
Transportation Supervisor in Winnipeg – $37,440 to $91,000 annually.
Average base salary
$25.96
/hour
Pays below
Winnipeg
Average
Weekly : $1,038
Monthly : $4,500
Yearly : $53,997
National Average $33.00 /hour Salary & tax breakdown
Average cost of living
$3,403 /month
What does a Transportation Supervisor do?
As a Transportation Supervisor, you'll play a vital role in keeping our communities connected and moving smoothly. You'll lead and coordinate the efforts of drivers and operators across various transit systems, ensuring everything runs like clockwork. From managing truck and bus drivers to overseeing subway operations, your leadership will make a tangible difference in people's daily lives. This role is essential in motor transportation companies, urban transit systems, and ground transit organizations, offering you a dynamic and impactful career path.
Related Skills:
Coordination Monitoring Report Preparation Operational Problem Resolution Budgeting Show all skills (15)Core Skills
Coordination
Dispatching
Safety Procedures
Scheduling
Supervision
Training
Technical Skills
Monitoring
Foundational Skills
Report Preparation
Analytical Skills
Operational Problem Resolution
Performance Improvement
Problem Solving
Resource Management
Budgeting
Material Requisition
Personnel Management
Interpersonal Skills
Communication
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Transportation Supervisor jobs in Winnipeg, Manitoba
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Delivery drivers supervisor
Delivery drivers supervisor
Delivery drivers supervisor
Delivery drivers supervisor
Tec Truck 2011 Ltd.
Winnipeg, MB
$30.16 / hour
Full-time
Experienced
12 days ago
Chauffeurs supervisor
Chauffeurs supervisor
Chauffeurs supervisor
Chauffeurs supervisor
KM Care Services
Winnipeg, MB
$25.96 / hour
Full-time
Experienced
30+ days ago
Construction Site Superintendent (Civil & ICI)
Construction Site Superintendent (Civil & ICI)
Construction Site Superintendent (Civil & ICI)
Construction Site Superintendent (Civil & ICI)
Clearway
Grassy Narrows, ON
Hybrid remote
$120,000 - $170,000 / year
Full-time
16 days ago
Highest paying cities for Transportation Supervisor
How much do similar professions as Transportation Supervisor get paid in Manitoba?
Frequently Asked Questions
Supervisors in motor transport and ground transit are responsible for supervising, coordinating, and scheduling the activities of workers who operate various transport vehicles such as trucks, buses, and subway trains. They also establish work schedules, resolve work problems, and recommend measures to improve performance.
The typical salary range for supervisors in motor transport and ground transit is $18.00 – $43.75.
Essential skills for this career include budgeting, communication, coordination, dispatching, material requisition, monitoring, operational problem resolution, performance improvement, personnel management, problem solving, report preparation, safety procedures, scheduling, supervision, and training.
Completion of secondary school is usually required to become a supervisor in motor transport and ground transit. Additionally, several years of experience as a driver or operator of motor transport or ground transit equipment are typically necessary.
Supervisors of motor transport and ground transit operators are employed by motor transportation and ground transit companies, as well as urban transit systems.
The job outlook for supervisors in motor transport and ground transit is stable, with opportunities for growth as urban transit systems expand and the demand for efficient transportation increases.
Yes, there is potential for salary growth in this career as supervisors gain more experience, take on additional responsibilities, and demonstrate strong leadership and problem-solving skills.
Supervisors in motor transport and ground transit typically work on-site to effectively coordinate and monitor the activities of drivers and operators. Remote work is generally not feasible due to the nature of the job.
Winnipeg has a population of 749,607 as of 2021, which represents a 6% increase since 2016.
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Winnipeg, Manitoba ]
The average employment income in 2020 was $46,400, while the median for full-time, full-year workers was $58,000.
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Winnipeg, Manitoba ]
The median monthly shelter cost for owned dwellings is $1,240, compared to $1,100 for rented dwellings.
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Winnipeg, Manitoba ]
The unemployment rate in 2021 was 8.9%.
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Winnipeg, Manitoba ]
63.1% of households in Winnipeg are owner-occupied, while 36.9% are renters.
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Winnipeg, Manitoba ]
20,000 Canadian salary reported, updated November 19, 2025 (data source: open.canada.ca).
