Driver Trainer

Midland Transport is seeking an experienced and results-driven  Driver Trainer  to support the assessment, onboarding, and development of professional 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 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

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

Provided clear pass/fail recommendations and detailed assessment feedback to Talent Acquisition and Operations

Other duties as assigned

Onboarding & Orientation:

Lead new 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 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,…