Job Description

Established in 1989,

Wildwood Transport

is a trusted leader in high-quality open-deck transportation services across North America. For over 35 years, we have built our reputation by delighting our customers with rapid response times, dependable service, proactive communication, and simple issue resolution. We call this our effortless transportation experience.

Our culture is defined by five Core Operating Principles that our team lives by every day - Earn the Right to Be Trusted, Thoroughly Communicate, Face the Brutal Facts, Collaborate with Tenacity, and Execute. Together we are working every day to become the premier open deck carrier in North America.

We're on the lookout for a

Driver Services Manager

who thrives on building strong relationships, driving high performance, and creating a team culture that reflects professionalism and accountability. You are organized, thorough, and deeply committed to doing things right the first time. This leadership role is dedicated to developing one of the best long-haul open deck driver teams in Western Canada -- ensuring they are well-trained, engaged, compliant, and fully aligned with our core values.

Why This Role Matters:

This position exists to attract, develop, and support the most talented, dependable, and safety-conscious open deck drivers in the industry. The Driver Services Manager is not only a key coach and advisor to our drivers but also plays a central role in promoting a proactive, company-wide approach to occupational health and safety. By building trust, delivering training, and driving cultural alignment, this person helps ensure that every driver -- and every employee -- is equipped to succeed.

What You'll Be Doing:

Grow a Team of qualified, highly engaged quality drivers

Lead all driver recruitment efforts including job marketing, screening, road testing, and onboarding

Deliver effective training programs during onboarding and throughout a driver's career

Conduct annual performance reviews and ongoing coaching conversations

Address driver performance issues with clarity, accountability, and care

Foster a positive, professional driver culture aligned with our core operating principles

Manage driver performance and ensure compliance with all regulations

Monitor ELD data, Hours of Service logs, violations, and driver abstracts for accuracy and compliance

Oversee telematics systems and video-based safety performance; ensure all violations are followed up with coaching or corrective action

Maintain complete and up-to-date driver qualification files, including documentation of any compliance issues and performance management activities

Track and reconcile violations to ensure alignment between internal records and public safety profiles

Claims & Incident Management

Administer cargo and accident claims from incident to resolution

Investigate root causes and collaborate with stakeholders to implement corrective actions

Ensure timely and accurate claims documentation and customer communication

Licensing & Administration

Manage IRP, IFTA, and other permit renewals

Oversee driver licensing book compliance and ensure all documentation is current

Support third-party and customer certification requirements

What You'll Bring to the Table:

Minimum of 3 years of experience in a Driver Services or similar role Strong working knowledge of provincial, Canadian, and U.S. DOT regulations Basic understanding of insurance claims, and compliance reporting Proven ability to build relationships and influence behaviour Excellent verbal and written communication skills Comfort with technology and data systems; must hold Class 1 licence

Who You Are:

You're a coach at heart and a subject matter expert in transportation who knows how to lead with trust, clarity, and calmness -- even in high-pressure moments. You're someone who builds people up, holds them accountable, and is motivated to see others succeed. You thrive on details, structure, and proactive communication, and you know how to get people aligned behind a shared goal.

If you're ready to lead a team of high-performing drivers and contribute to our mission of becoming North America's premier open deck carrier, we'd love to hear from you.

Send your cover letter and resume to recruiting@wildwoodtransport.com and help keep our operations moving with precision and purpose.

We thank all applicants for their interest; however, only candidates selected for an interview will be contacted.

Job Types: Full-time, Permanent

Pay: $75,000.00-$85,000.00 per year

Benefits:

Company events Dental care Employee assistance program Extended health care Paid time off
Application question(s):

Do you have strong working knowledge of provincial, Canadian, and U.S. DOT regulations?
Experience:

Driver Services: 3 years (required)
Licence/Certification:

Class 1 Licence (preferred)
Work Location: In person