City Driver - Dedicated Overnight Run

Overview
We are seeking an experienced and reliable City Driver for a dedicated overnight pin-to-pin run. This position operates Sunday through Thursday from 8:00 PM to 4:00 AM. The successful candidate will be safety-focused, highly dependable, and capable of working independently with minimal supervision.

This role involves operating a city truck and pulling customer trailers, requiring a strong commitment to proper equipment handling, timely deliveries, and consistent performance in an overnight environment.

Responsibilities

- Perform a dedicated pin-to-pin run on a consistent nightly schedule
- Safely operate a city truck in compliance with all traffic laws, company policies, and safety regulations
- Complete thorough pre-trip and post-trip inspections, ensuring equipment is in safe, roadworthy condition
- Handle customer trailers with care and professionalism
- Maintain accurate trip logs and required documentation
- Communicate effectively with dispatch and report any issues promptly
- Ensure the truck is left in proper condition for daytime operations

Qualifications





- Valid Class 1 Commercial Driver’s License
- Minimum 2 years of Class 1 Canadian driving experience
- Proven ability to work independently with minimal overnight support
- Strong understanding of trip inspections and equipment care
- Ability to follow a strict schedule and meet delivery timelines consistently
- Ability to operate heavy machinery safely and efficiently
- Mechanical aptitude is considered an asset
- Solid attention to safety protocols and regulatory compliance
- Strong commitment to safety, reliability, and professionalism

What We're Looking For Qualifications

- A self-motivated, dependable driver who takes pride in their equipment
- Someone comfortable working overnight with limited supervision
- A qualified who understands the importance of maintaining equipment for shared use

Pay: $50,000.00-$65,000.00 per year

Benefits:

- Dental care
- Disability insurance
- Extended health care
- Life insurance
- On-site parking
- Paid time off

Experience:

- Class 1: 2 years (required)

Work Location: On the road

📌 Short Haul Truck Driver (overnight) (Winnipeg)
🏢 Win-Mar Freight Group
📍 Winnipeg