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Contract Driver Jobs in Saskatchewan (NOW HIRING)

Driver Trainer Location: Saskatoon, SK Schedule: Part-Time Hourly Premium: Home to School $22.82 ... Maintain accurate training records in accordance with provincial, First Student, and contract ...

Driver Trainer Location: Saskatoon, SK Schedule: Part-Time Hourly Premium: Home to School $22.82 ... Maintain accurate training records in accordance with provincial, First Student, and contract ...

T-4 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

Driver Trainer Location: Prince Albert, SK Schedule: Part-Time Hourly Premium: Home to School $23 ... Maintain accurate training records in accordance with provincial, First Student, and contract ...

Truck driver 3: Ten plus years of driving experience. Preferred Qualifications * The following ... employment contract. Your information may be shared with authorized third parties who perform ...

GFL Environmental is looking for a Front End Driver to join our team in Estevan , SK! Front-End ... customer contracts. This position will service multiple customers per day according to assigned ...

... driver, professional driver, taxi driver, food delivery driver), you might want to consider ... contract engagement sought. *subject to availability of batches in your area.

... driver, professional driver, taxi driver, food delivery driver), you might want to consider ... contract engagement sought. *subject to availability of batches in your area.

... driver, professional driver, taxi driver, food delivery driver), you might want to consider ... contract engagement sought. *subject to availability of batches in your area.

... customer contracts. This position will service multiple customers per day according to assigned ... L school certificate Must be able to meet relevant criteria for safety sensitive functions ...

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Showing results 1-20

Contract Driver information

See Saskatchewan salary details

$6

$25

$85

How much do contract driver jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for contract driver in Saskatchewan is $25.63, according to ZipRecruiter salary data. Most workers in this role earn between $11.54 and $22.60 per hour, depending on experience, location, and employer.

What are some common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

How much do contracted truck drivers make?

Contracted truck drivers typically earn between $45,000 and $75,000 annually, depending on experience, routes, and the type of freight. Compensation can include per-mile rates, bonuses, and benefits, with some drivers earning more based on hours worked and load complexity.

What trucking company in Texas is paying $14000 a week?

Contract drivers in the trucking industry can sometimes earn up to $14,000 per week, especially with experience, specialized freight, or owner-operator status. Such high earnings are typically associated with long-haul routes, high-paying freight, or companies offering premium pay packages, but they are not common for all drivers and depend on various factors including load type and hours worked.

What does a contract driver do?

A contract driver is responsible for transporting goods or passengers on a contractual basis, often working for a specific company or client. They typically operate vehicles such as trucks, vans, or cars, follow scheduled routes, and ensure timely delivery or transportation while adhering to safety regulations. Strong driving skills, a valid license, and sometimes a commercial driver's license (CDL) are required.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

What is the highest paid delivery driver?

The highest paid delivery drivers are often those working as specialized or luxury delivery drivers, such as for high-end restaurants, courier services, or operating in regions with high demand. Experienced drivers with advanced skills, good customer service, and efficient routes can earn significantly higher wages, sometimes supplemented by tips or bonuses. Earnings vary based on location, company, and experience, but top earners can make over $50,000 annually.

What are the key skills and qualifications needed to thrive as a Contract Driver, and why are they important?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What Does a Contract Driver Do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What are contract drivers?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.
What are the most commonly searched types of Driver jobs in Saskatchewan? The most popular types of Driver jobs in Saskatchewan are:
What are popular job titles related to Contract Driver jobs in Saskatchewan? For Contract Driver jobs in Saskatchewan, the most frequently searched job titles are:
What job categories do people searching Contract Driver jobs in Saskatchewan look for? The top searched job categories for Contract Driver jobs in Saskatchewan are:
What cities in Saskatchewan are hiring for Contract Driver jobs? Cities in Saskatchewan with the most Contract Driver job openings:
Infographic showing various Contract Driver job openings in Saskatchewan as of July 2026, with employment types broken down into 63% Full Time, 20% Part Time, 1% Temporary, and 16% Contract. Highlights an 73% Physical, 2% Hybrid, and 25% Remote job distribution, with an average salary of $53,308 per year, or $25.6 per hour.
Driver Trainer

Driver Trainer

First Student

Saskatoon, SK

CA$22.82/hr

Part-time

Posted 8 days ago


First Student rating

6.3

Company rating: 6.3 out of 10

Based on 316 frontline employees who took The Breakroom Quiz

45th of 78 rated education support services


Job description

Driver Trainer

Location: Saskatoon, SK
Schedule: Part-Time
Hourly Premium: Home to School $22.82 per hour rate plus $3 per hour premium

Position Summary

First Student is seeking an experienced, safety-focused Driver Trainer to join our Saskatoon location.

This position is designed for a highly skilled and respected driver who takes pride in developing others. We are looking for a valued team member who demonstrates leadership, flexibility, and a strong commitment to building the next generation of safe school bus drivers.

In this role, you will deliver classroom and behind-the-wheel training to both new and existing drivers, support the driver candidate pipeline, enhance the overall driver experience, and contribute to a culture of safety, professionalism, and continuous improvement.

This opportunity is ideal for an experienced school bus driver who enjoys mentoring others, sharing knowledge, and playing a key role in strengthening the team.

Availability Expectations

The Driver Trainer must demonstrate flexibility and availability based on operational and training demands, which includes:

  • Availability of 3 to 4 hrs per day (16-20 hrs/week).
  • Availability Monday through Friday.
  • Potential availability on weekends based on operational and training needs.
  • Availability during peak periods, including summer and the Christmas season.
  • Flexibility to support urgent or time-sensitive training requirements.

Key Responsibilities

  • Deliver classroom, skills and on the road training for new school bus drivers.
  • Provide refresher, remedial, and upgrade training to existing drivers as required.
  • Support the driver candidate pipeline through onboarding and training activities.
  • Contribute to a positive, professional, and engaging candidate and driver experience.
  • Coach and mentor drivers with a focus on safe driving practices, regulatory compliance, and confidence-building.
  • Take pride in developing driver skills and fostering long-term success.
  • Evaluate driver performance to ensure required skill levels and certifications are achieved and maintained.
  • Maintain accurate training records in accordance with provincial, First Student, and contract requirements.
  • Identify performance gaps and collaborate with local leadership to develop targeted training plans.
  • Support overall safety initiatives at the location.
  • Participate in meetings and training sessions as required.
  • Perform other safety and training-related duties as assigned.

Qualifications & Experience

  • Valid Class 2 (or higher) with appropriate endorsements
  • Minimum 2 years of school bus or commercial driving experience
  • Clean driver abstract with no preventable collisions or moving violations in past three (3) years dated within the past 30 days
  • Strong communication, mentoring, and coaching abilities
  • Professional, dependable, and respected by peers
  • Ability to work independently with limited supervision
  • Demonstrated commitment to safety excellence
  • Attendance: No more than one (1) unexcused absence in the previous 12 months
  • Warning Record: No More than one (1) written warning in the previous 12 months

How We Recognize your Value:

  • Competitive hourly rate
  • Opportunity to serve as a valued and respected leader within the location
  • Meaningful impact on driver development and community safety
  • Supportive, team-focused work environment
  • Opportunities for growth and advancement

Apply now and help train and develop the next generation of safe school bus drivers in Saskatoon, SK

We aspire to create a culture where all people are First. We encourage applications from women, persons with disabilities, Indigenous peoples, and members of visible minorities. Reasonable accommodation is available throughout the hiring process.

First for a reason:

At First Student, we are a family of 60,000+ employees who take pride in safely transporting more than 5 million students and passengers to and from their destinations each day! Our family of brands include Transco, Total Transportation, Maggies Paratransit, and GVC II. Our employees are at the forefront of safety and innovation; they create and implement the most advanced training and technology the transportation industry has to offer.


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