Director, Project Delivery Office

goeasy

$100K — $130K *
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years managing delivery in a portfolio of diverse projects, especially in Software and Technology
  • Experience leading Strategic Program Management processes with Senior Leadership
  • University degree in engineering or related discipline; PMP designation preferred
  • Proven leadership of a team of project managers handling multiple projects with budgets over $1M
  • Strong relationship management skills with the ability to influence stakeholders without direct authority
  • Detail oriented with strong analytical skills and financial acumen
  • Expertise in navigating complex and ambiguous situations effectively

Responsibilities

  • Lead the PDO team to ensure projects meet time, budget, and scope expectations
  • Oversee resource and capacity planning using both traditional and emerging methodologies
  • Provide detailed project status updates to Senior Leadership and stakeholders
  • Proactively manage project reporting and prioritization across various forums
  • Collaborate with Finance on planning, budgeting, and forecasting for the project portfolio
  • Act as a key liaison between project teams, IT, and executives for effective communication
  • Inspire and mentor project managers to enhance their delivery capabilities

Benefits

  • Flexible Work Program allowing three days onsite work per week
  • Performance-based annual bonuses and long-term equity incentives for leadership impact
  • Employee discounts available on furniture, electronics, and appliances
  • Access to high-impact roles that influence business outcomes
  • Participation in executive leadership development programs and tailored growth plans
  • Immediate enrollment in comprehensive health, dental, and vision benefits with 24/7 virtual healthcare options
  • State-of-the-art office with fitness facilities and wellness programs including volunteer days
Full Job Description
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.

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