Job Description
Midland Transport is seeking an experienced and results‑driven Driver Trainer to support the assessment, onboarding, and development of skilled drivers across linehaul, transport pick‑up and delivery (P&D;), and courier operations. This role ensures all new drivers meet company safety, compliance, and performance standards through road evaluations, drug‑testing coordination, and structured onboarding programs. The Driver Trainer role is based in Brampton, Ontario and reports to our Manager, Driver Development & Training.

Benefits To Joining Midland

A dynamic, safe, and rewarding work environment

A adaptable 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

Responsibilities
Driver Assessment & Qualifications

Conduct comprehensive road tests for Class 1, Class 3 and Class 5 driver candidates across linehaul, transport, P&D;, and courier operations

Evaluate driver competency in vehicle handling, defensive driving, safety compliance, and operational procedures

Coordinate and/or administer pre‑employment drug and alcohol testing in accordance with company policy and regulator requirements in Canada and the United States

Provide transparent pass/fail recommendations and detailed assessment feedback to Talent Acquisition and Operations

Other duties as assigned

Onboarding & Orientation

Lead current driver orientation sessions, ensuring consistent delivery of company policies, safety standards, and operational expectations

Facilitate onboarding programs that reinforce company values, safe driving behaviours, and service standards

Ensure all required documentation, certifications,



and compliance requirements are completed prior to dispatch

Coaching & Development

Provide on‑road and in‑classroom coaching to drivers to improve safety, performance, and efficiency

Reinforce best practices in customer service, compliance, and vehicle handling

Conduct structured 30‑60‑90‑day check‑ins with newly hired drivers

Identify early performance or engagement concerns and elevate as appropriate

Support driver integration into the organization and promote long‑term retention

Partnerships with Talent Acquisition

Collaborate closely with the Talent Acquisition team to support hiring needs and candidate pipelines

Support recruitment initiatives, including job fairs, hiring events, and driver outreach as needed

Qualifications

Minimum of 5 years experience as a professional driver (Class 1 preferred) in a fast‑paced transportation business

Demonstrated safe driving record and strong knowledge of transportation regulations

Experience in driver training, coaching and/or mentoring is strongly preferred

Strong understanding of linehaul, transport, P&D; and/or courier operations

Knowledge of hours of service, safety compliance, and industry best practices essential

Excellent observational and evaluation capabilities

Clear professional communication skills (verbal and written)

Sound judgment and decision‑making, particularly in safety‑related matters

Ability to build relationships across Operations, Safety and HR

Working Conditions

Combination of classroom, yard, and on‑road environments





Regular travel between terminals may be required

Flexible schedule to support hiring and operational needs

About Us
Founded in 1882, J.D. Irving, Limited (JDI) has operations in Canada and the United States and is 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 (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.

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

About The Team
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. Let’s drive success together.

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📌 Driver Trainer (Ontario)
🏢 Midland Transport
📍 Ontario