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Owner Operator Contract Jobs in Toronto, ON (NOW HIRING)

And as the largest 100% Canadian-owned and operated professional services firm in our country, we ... Leveraging your expertise in contract management, you will actively manage and monitor contract ...

Founded in 1981, Keilhauer is a privately owned, design-focused contract furniture manufacturer ... co-operatives. Working with the VP of Sales and strategic partners, this role helps develop ...

And as the largest 100% Canadian-owned and operated professional services firm in our country, we ... Your day will revolve around reviewing proposals and contract documents, analyzing potential risks ...

Privately owned and operated, WT focuses on outcomes and longevity for our business and our clients ... Manage contracts and agreements with suppliers and contractors. * Evaluate bid specifications ...

Privately owned and operated, WT focuses on outcomes and longevity for our business and our clients ... Manage contracts and agreements with suppliers and contractors. * Evaluate bid specifications ...

Privately owned and operated, WT focuses on outcomes and longevity for our business and our clients ... Document control, contract administration, and owner liaison * Post-contract cost management ...

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Owner Operator Contract information

See Toronto, ON salary details

$486

$2.9K

$6.6K

How much do owner operator contract jobs pay per week?

As of Aug 23, 2026, the average weekly pay for owner operator contract in Toronto, ON is $2,854.02, according to ZipRecruiter salary data. Most workers in this role earn between $1,147.04 and $3,826.52 per week, depending on experience, location, and employer.

What is an owner operator contract?

An Owner Operator Contract is a formal agreement between a trucking company and an independent truck driver (the owner-operator) who owns and operates their own vehicle. This contract outlines the terms under which the owner-operator provides transportation services, including payment rates, responsibilities, and duration of the agreement. It also covers details such as insurance requirements, maintenance obligations, and how disputes are resolved. Owner operator contracts are essential for defining the working relationship and ensuring both parties understand their rights and duties.

How can I get an owner operator contract job?

The primary qualifications for getting an owner operator contract job are owning your own vehicle and meeting driver safety requirements. These vary by company, but they usually include having no more than two moving violations in the last three years. Many companies also have recent experience requirements, such as a set number of months working in the last few years, so some owner operators start by tagging along with another driver before moving to independent work. Fulfilling the responsibilities and duties of an owner operator contract job requires communication skills, negotiation skills, driving skills, and the ability to adjust your schedule in order to secure each contract.

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

To thrive as an Owner Operator under contract, you need a valid commercial driver’s license (CDL), experience in freight transport, and strong business management skills. Familiarity with logistics software, electronic logging devices (ELDs), and understanding of Department of Transportation (DOT) regulations are essential. Excellent time management, customer service, and problem-solving abilities help you build client relationships and navigate challenges on the road. These skills are vital for ensuring safe, efficient deliveries while maintaining profitability and compliance in a competitive transportation industry.

What are some common challenges owner operator contractors face when managing both driving and business operations?

Owner Operator Contractors often juggle the demands of driving with running their own businesses, which can be challenging. They are responsible for everything from maintaining their vehicles and managing expenses to finding loads and ensuring compliance with regulations. Time management is crucial, as administrative tasks like invoicing, accounting, and scheduling must be balanced with time on the road. Successful Owner Operators often develop strong organizational skills and may use software or hire professionals to help with bookkeeping and regulatory compliance.

What is the difference between Owner Operator Contract vs Truck Driver?

AspectOwner Operator ContractTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCDL, basic driving skills
Work EnvironmentOwn truck, independent or contracted workCompany-owned trucks, employee status
Employer/Industry UsageFreight, logistics, transportation companiesSame as owner operators, often employed by carriers

Owner Operator Contracts involve individuals who own their trucks and work independently or under contract, managing their own business. Truck Drivers typically work for a company, driving company-owned trucks as employees. The main difference lies in ownership, independence, and contractual obligations, with owner operators having more control and responsibility over their work.

What are the most commonly searched types of Owner Operator jobs in Toronto, ON?

The most popular types of Owner Operator jobs in Toronto, ON are:

What are popular job titles related to Owner Operator Contract jobs in Toronto, ON?

For Owner Operator Contract jobs in Toronto, ON, the most frequently searched job titles are:

What cities near Toronto, ON are hiring for Owner Operator Contract jobs?

Cities near Toronto, ON with the most Owner Operator Contract job openings:

Infographic showing various Owner Operator Contract job openings in Toronto, ON as of August 2026, with employment types broken down into 87% Full Time, and 13% Contract. Highlights an 81% In-person, 13% Hybrid, and 6% Remote job distribution, with an average salary of $148,409 per year, or $71.4 per hour.

Contract Manager

Deloitte

Toronto, ON • Hybrid

Full-time

Life, PTO

Posted 17 days ago


Deloitte rating

8.2

Company rating: 8.2 out of 10

Based on 93 frontline employees who took The Breakroom Quiz

45th of 151 rated financial services


Job description

Job Type: Permanent 
Work Model: 
Hybrid 
Reference code: 
134244   
Primary Location: 
Toronto, ON  
All Available Locations: 
Toronto, ON; Brossard, QC; Burlington, ON; Calgary, AB; Edmonton, AB; Fredericton, NB; Halifax, NS; Kitchener, ON; Laval, QC; Moncton, NB; Montreal, QC; Ottawa, ON; Quebec City, QC; Regina, SK; Saint John, NB; Saskatoon, SK; St. John's, NL; Vancouver, BC; Victoria, BC; Winnipeg, MB

Our Purpose

At Deloitte, our Purpose is to make an impact that matters. We exist to inspire and help our people, organizations, communities, and countries to thrive by building a better future. Our work underpins a prosperous society where people can find meaning and opportunity. It builds consumer and business confidence, empowers organizations to find imaginative ways of deploying capital, enables fair, trusted, and functioning social and economic institutions, and allows our friends, families, and communities to enjoy the quality of life that comes with a sustainable future. And as the largest 100% Canadian-owned and operated professional services firm in our country, we are proud to work alongside our clients to make a positive impact for all Canadians.


By living our Purpose, we will make an impact that matters.

  • Have many careers in one Firm.
  • Enjoy flexible, proactive, and practical benefits that foster a culture of well-being and connectedness.
  • Learn from deep subject matter experts through mentoring and on the job coaching
--


If you want to be challenged, be a leader on a dynamic and have a great learning experience this is the role for you.

What will your typical day look like?

In this role, you will be responsible for rolling out robust contract management processes, overseeing their effective implementation, and ensuring ongoing compliance. Your day-to-day activities will include reviewing proposals and contract documents for your contract managed engagements, identifying and analyzing potential risks, and developing strategies to address them.

Leveraging your expertise in contract management, you will actively manage and monitor contract performance, ensure alignment between contractual obligations and operational practices, mitigate risk, and collaborate with stakeholders to negotiate favorable terms, when required.

Additionally, you will drive continuous improvement by regularly assessing contract management processes, identifying areas for enhancement, and implementing best practices to strengthen risk mitigation and operational efficiency. This is a strategic position aimed at proactively managing and addressing contractual risk and issues and fostering a culture of ongoing improvement through collaboration across the eco-system, and diligent contract oversight.

This position is not a risk policy or financial risk role. Candidates seeking opportunities specifically in risk policy or financial risk management are encouraged to consider other relevant positions.

Due to the nature of the role having interactions with National & Global clients, English is essential for this position.

About the team

Our team is dedicated to excellence in risk management within Technology and Transformation (T&T) and Operate Next and Strategy, Risk and Transactions (SR&T) teams. The Contract Management team sits within the Risk Management team and we work closely with engagement teams and leadership to navigate and mitigate risks associated with contractual terms and service delivery. By fostering collaboration, resolving complex issues, and making informed decisions, we ensure that our delivery across engagements remain secure and efficient. Join a team that values innovation, precision, and the ability to manage complexity with confidence.

Enough about us, let’s talk about you

You are someone with these required skills, experience and qualifications: 

  • At least 10 years of experience providing contract management support.
  • Proven expertise in handling complex contractual terms and conditions and managing associated risks.
  • Familiarity with Canadian standards, industry norms, and regulatory requirements.
  • Ability to take ownership & collaborate with engagement teams to provide end-to-end support for contract managed engagements and accounts, including drafting Statements of Work (SOWs) and Change
  • Orders, negotiating terms, and ensuring timely and appropriate adjustments to contract schedules, pricing, or other terms as required by circumstances and impact assessments. Provide expert advice to engagement teams on contract management and compliance matters.
  • Ability to summarize and communicate essential contractual requirements and obligations to relevant stakeholders.
  • Experience in reviewing and monitoring contractual obligations of the parties to validate that these are met in line with terms and conditions including obligations, deliverables and key methodologies such as performance measures, productivity achievement and invoicing.
  • Experience in creating contract summaries, obligation trackers and other standard documentation including reporting for new and ongoing engagements.
  • Experience in rolling out of governance forums as per contractual requirements as part of contract management mobilization on engagements.
  • Contract management experience in complex information technology (IT) consulting, IT outsourcing, and IT professional services projects will be a vital asset.
  • Ability to take on ad hoc responsibilities as required.

It would be great for you to have some of these as well:

  • Certifications (e.g. World Commerce & Contracting)
  • BI and other development skills such as setting up dashboards, process mapping, data analysis and visualization, database management, and developing and/or customizing contract management systems.
Total Rewards


The salary range for this position is $86,000 - $165,000, and individuals may be eligible to participate in our bonus program. Deloitte is fair and competitive when it comes to the salaries of our people. We regularly benchmark across a variety of positions, industries, sectors, targets, and levels. Our approach is grounded on recognizing people's unique strengths and contributions and rewarding the value that they deliver.
Our Total Rewards Package extends well beyond traditional compensation and benefit programs and is designed to recognize employee contributions, encourage personal wellness, and support firm growth. Along with a competitive base salary and variable pay opportunities, we offer a wide array of initiatives that differentiate us as a people-first organization. On top of our regular paid vacation days, some examples include: $4,000 per year for mental health support benefits, a $1,300 flexible benefit spending account, firm-wide closures known as "Deloitte Days", dedicated days of for learning (known as Development and Innovation Days), flexible work arrangements and a hybrid work structure.

Our promise to our people: Deloitte is where potential comes to life.

Be yourself, and more.

We are a group of talented people who want to learn, gain experience, and develop skills. Wherever you are in your career, we want you to advance.
You shape how we make impact.

Diverse perspectives and life experiences make us better. Whoever you are and wherever you’re from, we want you to feel like you belong here. We provide flexible working options to support you and how you can contribute.
Be the leader you want to be

Some guide teams, some change culture, some build essential expertise. We offer opportunities and experiences that support your continuing growth as a leader.
Have as many careers as you want.

We are uniquely able to offer you new challenges and roles – and prepare you for them. We bring together people with unique experiences and talents, and we are the place to develop a lasting network of friends, peers, and mentors.
The next step is yours

At Deloitte, we are all about doing business inclusively – that starts with having diverse colleagues of all abilities. Deloitte encourages applications from all qualified candidates who represent the full diversity of communities across Canada. This includes, but is not limited to, people with disabilities, candidates from Indigenous communities, and candidates from the Black community in support of living our values, creating a culture of Diversity Equity and Inclusion and our commitment to our AccessAbility Action Plan, Reconciliation Action Plan and the BlackNorth Initiative.

We encourage you to connect with us at accessiblecareers@deloitte.ca if you require an accommodation for the recruitment process (including alternate formats of materials, accessible meeting rooms or other accommodations) or indigenouscareers@deloitte.ca  for any questions relating to careers for Indigenous peoples at Deloitte (First Nations, Inuit, Métis).

When you apply, we will review your application using Deloitte's Global Talent Standards to ensure a consistent  recruitment experience. Our recruitment advisors and hiring teams will utilize human screening combined with AI technology to help identify the skills and qualities that matter most to our business, while safeguarding your privacy and using AI responsibly.

Deloitte Canada has 20 offices with representation across most of the country. We acknowledge that Deloitte offices stand on traditional, treaty, and unceded territories in what is now known as Canada. We recognize that Indigenous Peoples have been the caretakers of this land since time immemorial, nurturing its resources and preserving its natural beauty. We acknowledge this land is still home to many First Nations, Inuit, and Métis Peoples, who continue to maintain their deep connection to the land and its sacred teachings. We humbly acknowledge that we are all Treaty people, and we commit to fostering a relationship of respect, collaboration, and stewardship with Indigenous communities in our shared goal of reconciliation and environmental sustainability.


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