Car delivery Jobs in Oakville, ON

Join one of Canada’s fastest-growing companies and be part of something extraordinary – welcome to goeasy! At goeasy, our people and culture are at the heart of everything we do, and we’re proud to be recognized for it. We’ve earned prestigious accolades such as Waterstone Canada’s Most Admired Corporate Cultures, Canada’s Top Growing Companies, and the TSX30, highlighting us as one of the top performers on the TSX. We’re also honoured to be named a Greater Toronto Top Employer and recognized by Great Place to Work® as having the Best Workplaces for Women & Most Trusted Executive Teams, and included on TIME Magazine’s 2025 list of Canada’s Best Companies. These honours reflect our commitment to fostering an inclusive, high-performance culture where talent thrives and innovation drives us forward.

As one of Canada’s leading alternative consumer lenders, we’re passionate about helping everyday Canadians create a brighter future. Our vision is to provide a path to a better tomorrow, today. We offer a full range of products, including non-prime leasing, unsecured and secured loans, and point-of-sale financing through easyhome, easyfinancial, and LendCare.

If you're seeking an exciting, high-growth environment where your contributions truly matter, we want to hear from you! Join us, and together, let's create a future of financial empowerment.

goeasy is looking for a Director, Project Delivery Office (PDO) who is an operational leader with deep experience progressively designing, building and scaling a centralized corporate portfolio and project delivery office. You will be responsible for driving the successful management and execution of initiatives, portfolios, programs and projects across goeasy. Reporting to the Vice President, IT Portfolio Management and Transformation, you will lead a team of seasoned Project Managers to oversee the development, management, reporting and the ultimate delivery of our portfolio and related PM functions to ensure the execution of initiatives that are critical to goeasy’s ambitious growth plans.

The Director will help evolve and align fit-for-purpose process designs and SDLC implementation methodologies (waterfall, lean/agile, hybrid) to meet stakeholder expectations, while mitigating risks across the many areas of the business. This role requires an individual who can handle large, complex programs, projects and support teams and drive decisions that hold team members at all levels of leadership accountable.

What will you be doing?

• Portfolio/Project Delivery, Management and Reporting:
  • Lead the PDO team in proactively driving the delivery of all projects meeting time, budget and scope expectations through robust project execution principles and methodologies.
  • Expertly guide resources and capacity planning considering both traditional SDLC processes and emerging methods.
  • Maintain regular, detailed status updates on progress, activities and issues on each initiative and present to Senior Leadership and major project stakeholders.
  • Step in as a project manager if/when necessary.
• Process Management and Design:
  • Actively support the organization’s process for compiling, prioritizing, monitoring and reporting all projects for various audiences and forums.
  • Contribute to the maturation of goeasy’s Project Delivery standards, methodologies, processes, documentation and governance.
  • Collaborate with Finance to help manage planning, budgeting, reporting, forecasting of the portfolio including iterative and ongoing financial processes and reviews.
  • Drive demand management by evaluating resource demands against the available capacity across the organization, vendors, and processes required to execute on prioritized activities.
• Relationship Management:
  • Partner closely across the company’s Business Owners and IT Leaders.
  • Serve as a primary liaison between all team resources assigned to a project, IT and the Executive Team.
  • Maintain regular communications to an established cadence with PMs and business stakeholders to ensure necessary steps are taken to resolve obstacles and ensure project objectives are met.
  • Foster relationships with vendors on large organizational initiatives, ensuring that all contracts support the needs of the business, and that all suppliers meet their contractual service levels and deliverables.
• Leadership:
  • Inspire, mentor and develop a team of program and project managers leveraging best practices to plan, manage and successfully deliver key initiatives on time and on budget.
  • Organize and lead regular core team and key governance forums (e.g. team stand-ups, Steering Committees) to review progress with key stakeholders.
  • Provide portfolio leadership and vision around departmental objectives, driving balance to deliver while fostering growth in team members’ ability to manage complex initiatives.

What experience do you have?

• 10+ years of cross-functional experience managing delivery in a portfolio of projects of all sizes and levels of complexity – a strong preference for experience in delivering on Software and Technology deployments.
• Proven experience leading Program Management Processes that drive strategic execution with Senior Leadership.
• A university degree is required with a focus in engineering or a related discipline; a PMP Designation is definitely considered an asset.
• Experience managing a team of project managers who simultaneously work on multiple projects at a time with individual budgets > 1M.
• Ability to manage ambitious and driven Executive stakeholders and hold them to high expectations; the ability to influence without direct authority and “punch above your weight”.
• Detail oriented with excellent analytical and problem-solving skills, and financial acumen.
• The ability to deal with situations where information is difficult to obtain, complex or ambiguous.
• Sound business and technical acumen, with demonstrated agility in learning and ability to quickly become comfortable with unfamiliar businesses areas or of technologies.
• Strong leadership skills, and the ability to lead teams from varied backgrounds (business, technology, operations, etc.)
• Excellent written, verbal and presentation skills are necessary to effectively convey goals and initiatives to team members and top management. Extensive experience building and delivering presentations.

We offer a Flexible Work Program that provides you the ability to work three days onsite per week, from our Mississauga office.

Internal Applicants: please apply through the link and provide written endorsement from your current manager.

This posting is for an existing vacancy within our team.

Why should you work for goeasy?

In keeping with our mission to create better tomorrows for our employees, each year goeasy commits to continuously enhancing its total rewards. Here are some of the perks we offer:

Financial Benefits

• Performance-based annual bonus and long-term equity incentives designed to support leadership impact and long-term wealth creation.
• As a TSX-listed company (GSY), goeasy offers long-term equity incentives and a strong track record of shareholder returns, giving team members the opportunity to contribute to and benefit from our continued success.
• Employee discounts on furniture, electronics, and appliances.
• MAT & PAT leave top-up.

Leadership & Career Growth

• Access to high-impact, high-visibility roles with direct influence on business outcomes.
• Participation in goeasy’s executive leadership development programs.
• Lead your own development journey with personalized growth plans, supported by coaching and mentorship to help you reach your leadership goals.
• Fuel your personal and professional growth with our Tuition Assistance Program.

Health and Lifestyle

• Immediate enrollment in comprehensive health, dental, and vision benefits.
• Access 24/7 healthcare with Virtual Doctor Appointments.
• Explore a wide range of wellness options through our new Wellhub benefit – from fitness memberships to mental health resources.
• Enjoy a state-of-the-art office space with perks like a games room, healthy snack program, free gated parking, and exclusive access to our on-site private gym and fitness studio at head office.
• Give back with company-paid volunteer days and Company Matched Charitable Donations.

Diversity, Inclusion, and Equal Opportunity Employment:

At goeasy, we believe that we can only be the best when people are able to bring their best selves to work every day. goeasy is committed to an inclusive, equitable and accessible workplace. By learning from each other’s differences, we gain strength through our people and our perspectives. As an equal opportunity employer, we are committed to providing accommodations (including accessible meeting rooms, captioning for virtual interviews, etc.) to help us remove barriers so that you can participate throughout the interview process. Please let the talent acquisition team know if you require an accommodation during any aspect of the recruitment process and we will work with you to address your needs.

Additional Information:

All candidates considered for hire must successfully pass a criminal background check, credit check, and validation of their work experience to qualify for hire. We thank all interested applicants; however, we will only be contacting those for interview who possess the skills and qualifications outlined above.