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Owner Operator Jobs in Saskatchewan (NOW HIRING)

South Country Equipment

Parts Supervisor

Regina, SK · On-site

A welcoming family owned and operated organization that puts individuals first * Opportunity to represent John Deere and support growers in food production * Utilizing John Deere and outside sourced ...

Wendy's

CA$50K/yr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. REQUIREMENTS: * Previous ...

Tim Hortons

Dishwasher

Yorkton, SK · On-site

CA$15.35/hr

By submitting this application, I acknowledge that most Tim Hortons ® restaurants are independently owned and operated by franchisees. In that regard, I understand that I may be applying to a Tim ...

Wendy's

CA$50K/yr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. REQUIREMENTS: * Previous ...

InnVest Hotels GP Ltd

Room Attendant

Regina, SK

A career at InnVest will provide you with unrivalled opportunities and invaluable exposure to Canada's largest independently owned and operated hotel portfolio ACTIVITIES: The duties and ...

InnVest Hotels GP Ltd

Room Attendant

Regina, SK

A career at InnVest will provide you with unrivalled opportunities and invaluable exposure to Canada's largest independently owned and operated hotel portfolio ACTIVITIES: The duties and ...

Healthcareersinsask.ca

Food Services Worker

Regina, SK · On-site

CA$20.88/hr

Valid driver's license, where required For further inquiries, email to santamariageneral@saskhealthauthority.ca We are a Mission Driven Long Term Care organization owned and operated by the Catholic ...

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Showing results 41-60

All JobsOwner Operator JobsOwner Operator Jobs in Saskatchewan

Owner Operator information

See Saskatchewan salary details

$317

$3K

$7.7K

How much do owner operator jobs pay per week?

As of Sep 10, 2026, the average weekly pay for owner operator in Saskatchewan is $2,952.69, according to ZipRecruiter salary data. Most workers in this role earn between $798.08 and $4,846.15 per week, depending on experience, location, and employer.

What is an owner operator?

Owner operators are independent truck drivers or small business owners who own and operate their own commercial vehicles. They either lease their services to larger freight carriers or contract directly with clients to transport goods. Unlike company drivers, owner operators are responsible for managing their own business expenses, such as fuel, maintenance, insurance, and taxes. This role offers more autonomy and the potential for higher earnings, but it also comes with greater financial risk and responsibility.

What does an owner operator do?

The term Owner-Operator refers to a trucking professional who owns their truck and drives it as an independent contractor. Many companies hire independent operators to haul goods for them. Using contractors allows construction companies to keep pace with the rise and fall of demand for their products without the overhead cost of maintaining a fleet of vehicles that may be insufficient in one season and excessive in another. Owner-Operators need to hold a Commercial Driver's License (CDL) in the class that allows them to drive their vehicle and have sufficient training in operating and maintaining the machine. They can choose their own schedule and pick which jobs to take.

What are the key skills and qualifications needed to thrive as an owner operator, and why are they important?

To thrive as an Owner Operator, you need a valid commercial driver's license (CDL), strong knowledge of transportation regulations, and experience in truck driving and logistics. Familiarity with fleet management software, GPS navigation systems, and compliance tools like electronic logging devices (ELDs) is essential. Excellent time management, business acumen, and customer service skills help set top performers apart in this role. These skills and qualities are crucial for ensuring safe, efficient operations and building a successful, profitable transportation business.

What are common challenges owner operators face when managing their own trucking business?

Owner Operators often encounter challenges such as maintaining cash flow, managing fluctuating fuel costs, and ensuring their vehicles are properly maintained to avoid unexpected downtime. Balancing administrative tasks—like scheduling, invoicing, and compliance—with time on the road can also be demanding. Building relationships with reliable clients or brokers and navigating complex regulations are crucial for long-term success. Staying organized and proactive in handling these responsibilities helps Owner Operators thrive in a competitive industry.

What is the difference between Owner Operator vs Truck Driver?

AspectOwner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCDL, basic driving license
Work EnvironmentOwn truck, self-managed scheduleCompany-owned trucks, set schedules
EmployerSelf-employed or independent contractorEmployers or carriers
Work FlexibilityHigh, controls own routes and hoursLimited, dictated by employer

Owner Operators own and operate their trucks, managing their own schedules and business. Truck Drivers typically work for a company, following set routes and schedules. The main difference lies in independence and business ownership, with Owner Operators having more control but also more responsibilities.

More about Owner Operator jobs

What are the most commonly searched types of Owner Operator jobs in Saskatchewan?

The most popular types of Owner Operator jobs in Saskatchewan are:

What are popular job titles related to Owner Operator jobs in Saskatchewan?

For Owner Operator jobs in Saskatchewan, the most frequently searched job titles are:

What job categories do people searching Owner Operator jobs in Saskatchewan look for?

The top searched job categories for Owner Operator jobs in Saskatchewan are:

What cities in Saskatchewan are hiring for Owner Operator jobs?

Cities in Saskatchewan with the most Owner Operator job openings:

What are popular job titles related to Owner Operator jobs in SK?

For Owner Operator jobs in SK, the most frequently searched job titles are:

Owner Operator jobs near you
Infographic showing various Owner Operator job openings in Saskatchewan as of September 2026, with employment types broken down into 44% Full Time, 54% Part Time, 1% Contract, and 1% Nights. Highlights an 93% Physical, and 7% Remote job distribution, with an average salary of $153,540 per year, or $73.8 per hour.

Painter

Regina, SK • On-site

CertaPro Painters of Regina, SK
See more jobs at CertaPro Painters of Regina, SKexternal

Contractor

Re-posted 6 days ago

Job description

WE ARE GROWING!
Are you looking for a solid Business-to-Business relationship with a company whose reputation is built upon establishing and maintaining high standards for quality?
If you are looking for immediate work painting homes and commercial buildings, we want to hear from you. Our painters are experienced, have high attention to detail and a passion for painting. We treat our painters and crews like family and offer a busy schedule with quick, on-time pay. 
 
General Job Responsibilities and Required Skills 
  • Complete projects according to work orders in a timely and professional fashion 
  • Previous professional painting experience preferred 
  • Ability to handle physical workload 
  • Deadline and detail-oriented 
  • Customer service oriented, you like getting a job done right 
 
Requirements 
If so, look at these questions below. They may lead to what you have been looking for!
1. Has your crew been in business at least one year and set up as a Corporation?
2. Do you have at least 3 years of painting experience?
3. Do you have a high standard for work ethics and quality workmanship?
4. Do you have Liability Insurance and WCB set up?
If this sounds like you, please contact us by return email with your references, examples of your work, and insurance certificate immediately.
We are recruiting experienced painters for both Interior & Exterior Commercial & Residential work.
Let’s get you on the path to steady work with an industry leader!
 
Each CertaPro Painters® business is independently owned and operated.