Driving instructor Jobs in Kitchener, ON

Challenger is an equal opportunity employer committed to creating a diverse, inclusive, and accessible workplace. We welcome applications from women, visible minorities, Indigenous peoples, persons with disabilities, and all qualified individuals.

If you require an accommodation at any stage of the recruitment process, please contact us at accessibility@challenger.com and we will work with you to meet your needs.

Challenger Motor Freight Company Profile:

Challenger, part of the Fastfrate Group, is a leading North American transportation and logistics provider, offering Full Truck Load (FTL) services across North America, supported by integrated logistics solutions. With advanced fleet capabilities, modern facilities, and a strong commitment to service excellence, Challenger supports a wide range of industries with safe, reliable, and efficient operations.

Employees at Challenger are part of a performance-driven culture focused on safety, innovation, and continuous improvement. Through advanced technology, ongoing training, and diverse career opportunities across driving, operations, maintenance, logistics, and administration, Challenger provides an environment where motivated individuals can build long-term, rewarding careers.

Why you’ll love working here:

• A workplace where you can learn, grow, and build your career
• A culture that encourages new ideas and continuous improvement
• Supportive leaders who provide guidance while giving you autonomy
• A team-focused environment
• A competitive total-rewards package, including group benefits and a company-sponsored retirement savings plan
• Support for professional memberships, training, and certifications

The Opportunity:

This is your chance to join a team where your work truly makes an impact. In this role, you will contribute directly to the success of our customers, our operations, and the Fastfrate Group as a whole. You’ll work in a supportive environment that values collaboration, problem-solving, and continuous learning.

Join a company that values professionalism, flexibility, and consistent miles. We're looking for Owner Operators who want reliable freight, competitive compensation, and the support of an award-winning transportation team.

Why Drive With Us?

• Competitive mileage rates
• Paid fuel surcharge plus fuel discounts
• Premium pay for Owner Operators with 2 or more units
• Paid biweekly through direct deposit
• Parts and tire discounts
• Discounted access to our maintenance shops
• Optional group benefits program
• Safety incentive program
• No paint code requirements
• Open-door management policy
• No forced New York City (boroughs) dispatch

What You'll Haul

Hands off dry van loads to Eastern United States and Canada, including:

• New Jersey, Pennsylvania, Virginia, and other East Coast states
• Midwest lanes
• Highway 401 corridor
• Greater Montreal region

Dispatches are assigned based on driver availability, customer requirements, and load needs to maximize efficiency and opportunity.

Driver & Equipment Requirements

• Minimum 21 years of age
• Valid AZ/Class 1 driver's licence
• Minimum 1 year of verifiable commercial driving experience with clean driving record.
• Cross-border eligibility, FAST CARD would be considered an asset.
• Professional attitude and strong commitment to safety
• Trucks 7 years old or newer (older units may be considered through an approval process)
• Clean criminal background

Our Expectations

We ask for a minimum of 5 full days of availability per week. Our team works to maximize your running opportunities while ensuring compliance with all legal hours-of-service requirements.

Email: recruiting@challenger.com
Phone: 1-800-265-6358

Drive with a company that keeps you moving, respects your business, and provides the support you need to succeed. Apply today.

How To Apply:

If you’re interested in joining our team, please submit your application through our online career portal. We appreciate all applicants; however, only those selected for an interview will be contacted.

Disclaimer: We use some technology-based tools, which may include artificial intelligence (AI), to support application screening; however, all hiring decisions include human review.