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Delivery Owner Operator Jobs in Ontario (NOW HIRING)

Gould Furniture & Appliance

Delivery Driver

Dryden, ON · On-site

CA$19.60 - CA$24/hr

Locally owned and operated for over 60 years. We've been a trusted shopping destination for ... Deliver furniture, mattresses, and appliances safely, efficiently, and with a smile * Assemble ...

Tim Hortons

Receiving - Truck Delivery

Petawawa, ON · On-site

CA$17.60/hr

Delivery Truck - Receiving Hourly rate is negotiable and dependent on previous work experience. As ... independently owned and operated by franchisees. In that regard, I understand that I may be ...

Tirecraft

Delivery Driver

Ayr, ON · On-site

CA$22 - CA$25/hr

Delivery Driver Ayr Tirecraft, Ayr ON Tirecraft is a proudly Canadian owned and operated expert in tires and automotive services. We are looking for a reliable and safety-focused Delivery Driver

Tim Hortons

Receiving - Truck Delivery

Kanata, ON · On-site

CA$17.60/hr

Delivery Truck - Receiving Hourly rate is negotiable and dependent on previous work experience. As ... independently owned and operated by franchisees. In that regard, I understand that I may be ...

Tim Hortons

Receiving - Truck Delivery

Petawawa, ON · On-site

CA$17.60/hr

Delivery Truck - Receiving Hourly rate is negotiable and dependent on previous work experience. As ... independently owned and operated by franchisees. In that regard, I understand that I may be ...

Tim Hortons

Receiving - Truck Delivery

Pembroke, ON · On-site

CA$17.60/hr

Delivery Truck - Receiving Hourly rate is negotiable and dependent on previous work experience. As ... independently owned and operated by franchisees. In that regard, I understand that I may be ...

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Delivery Owner Operator information

What is a delivery owner operator?

A Delivery Owner Operator is an independent contractor who owns and operates their own delivery vehicle to transport goods for a company or clients. Unlike traditional employees, they manage their own schedules, expenses, and vehicle maintenance. They typically partner with courier services, logistics companies, or freight brokers to complete deliveries. This role offers flexibility and potential for higher earnings but requires business ownership responsibilities such as fuel costs, insurance, and vehicle upkeep.

What are some of the typical challenges faced by delivery owner operators on the job?

Delivery Owner Operators frequently encounter challenges such as dealing with traffic delays, weather conditions, and finding efficient routes to meet tight delivery schedules. As independent contractors, they are responsible for maintaining their own vehicles, managing business expenses, and ensuring compliance with safety regulations. Balancing multiple deliveries while providing excellent customer service can require strong organizational skills and adaptability. However, overcoming these challenges helps build a reputation for reliability and can lead to more consistent business opportunities.

What are the key skills and qualifications needed to thrive in the delivery owner operator position, and why are they important?

To thrive as a Delivery Owner Operator, you need a valid commercial driver’s license (CDL), safe driving record, basic mechanical knowledge, and experience managing deliveries or logistics. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and route planning software is typically required, and some shipments may require additional endorsements or certifications. Strong customer service skills, time management, and self-motivation are important soft skills for managing client relationships and meeting tight deadlines. These skills and qualifications are critical for ensuring timely, safe, and efficient delivery operations while maintaining professionalism and customer satisfaction.

How to become a delivery owner operator?

To become a delivery owner operator, you typically need to have a valid commercial driver's license (CDL) or a personal vehicle suitable for delivery, obtain necessary permits and insurance, and often establish a business entity. Experience in driving and knowledge of local routes can be beneficial, and some companies may require background checks and vehicle inspections before starting.

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

The most popular types of Delivery Owner Operator jobs in Ontario are:

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

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

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

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

Delivery Owner Operator jobs near you
Infographic showing various Delivery Owner Operator job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 61% Full Time, 35% Part Time, and 3% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution.

AZ Owner Operator - Cross Border (FTL Division)

Challenger Motor Freight Inc.

Mississauga, ON • On-site

Full-time

Re-posted 29 days ago

Job description

This opportunity can be based in Cambridge, Mississauga, or London.
What you need to be successful in the role

  • Minimum 21 years of age
  • One year of verifiable commercial vehicle driving experience
  • Clean driving record
  • Maximum three demerit points (preferred)
  • Zero convictions or out-of-service events on CVOR abstract (preferred)
  • Criminal record search (no offences under Criminal Code of Canada)
  • Valid Class AZ or Class 1 driver’s licence
  • Must be Cross border capable 
  • Professional attitude and desire to be part of an award-winning team
  • Some runs will require a FAST card
  • Trucks must not be older than 7 years from the current calendar year. Trucks older than 7 years may be considered for approval through a review process.
We offer 
  • Average 2200 to 2400  miles per week
  • Premium for O/Os with 2 or more units
  • Competitive rate per mile
  • Paid biweekly via direct deposit
  • Discounts on Parts and Tires
  • Access to our shops at discounted rates
  • Option to join Group Benefits
  • No paint code. 
  • Open door policy
  • Safety Incentives
  • Paid Fuel Surcharge + Fuel discounts

Owner Operators run a 300 – 500-mile radius from the terminal. Lanes of travel are states east of the Mississippi river, including East Coast States, mainly NJ, PA, VA, Mid West  some 401 corridor including Greater Montreal. All dispatches are done in a priority sequence based on driver, customer, and load requirements. There is no forced New York City (Boroughs) dispatch. 
Our expectation is to have a minimum of 5 full days of 24-hour availability or more. We like to run you according to your available hours and within legal requirements, which could mean running over the weekend.
From our customers to our drivers, we know that in the transportation industry, people are our driving force.
We are always challenging ourselves to build new standards of quality and performance through leadership, respect, commitment, transparency, and teamwork.
We ensure that people are our first priority. Driven by service and powered by people: At Challenger, we deliver, we go the distance.
 

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