Overview
Fleet Supervisor Jobs in Toronto, Canada at Skilled Trades Agency
Job Type: Permanent / Full Time
Compensation: Commensurate with Experience
About the Company :
Our client is a well-established and rapidly growing organization within the transportation and logistics industry. They are committed to operational excellence, workplace safety, and delivering exceptional service across multiple locations.
They are currently seeking a hands‑on and results‑driven Fleet Driver Supervisor to lead, support, and mentor their team of drivers while ensuring efficient day‑to‑day fleet operations. This is an excellent opportunity for a strong leader who thrives in a fast‑paced environment and enjoys building high‑performing teams.
Responsibilities
- Oversee daily driver operations to ensure routes are completed safely and efficiently
- Supervise, coach, and support drivers while promoting accountability and performance
- Conduct ride‑along, performance evaluations, and regular driver check‑ins
- Act as the main point of contact for driver concerns, guidance, and issue resolution
- Monitor attendance, productivity, and driver behavior while implementing corrective actions when required
- Ensure compliance with transportation regulations, company policies, and health & safety standards
- Collaborate with dispatch and operations teams to optimize routing and driver utilization
- Support onboarding and training of new drivers, including company policies and safety procedures
- Identify operational inefficiencies and implement process improvements
- Assist with incident investigations, reporting, and root‑cause analysis
- Maintain accurate documentation and performance records
Requirements
- College diploma or equivalent experience preferred
- Valid AZ license required
- Previous experience operating a roll‑off truck required
- 2–4 years of experience within transportation, logistics, or fleet operations
- Minimum 2 years of leadership or supervisory experience within transportation or field operations
- Strong leadership and team management skills
- Solid understanding of transportation regulations and safety standards
- Excellent communication and interpersonal skills
- Strong problem‑solving abilities with a proactive mindset
- Ability to work independently and make sound operational decisions
- Comfortable working within a fast‑paced, hands‑on environment
- Willingness to travel between company locations as needed
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Title: Fleet Supervisor
Company: Skilled Trades Agency
Location: Toronto, Canada
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