Job Description Some of what you will do: The Senior Director, Enterprise Project Management Office leads the enterprise-wide project, program, and portfolio management function to translate corporate strategy into measurable execution across all business units and functions. Operating as a senior leader within the Office of the Chief Information Officer, this role provides the governance, standards, and enterprise prioritization needed to ensure capital, people resources, and organizational capacity are allocated to the initiatives that matter most. The Senior Director oversees the end-to-end strategic investment lifecycle intake, prioritization, planning, execution oversight, risk management, and benefit realization to ensure the organization delivers intended outcomes and payback on its strategic investments. This role creates transparency, alignment, and disciplined execution across both business-to-business and business-to-customer portfolios. Specifically, You Will: Lead the enterprise portfolio governance framework, ensuring prioritization and approval of initiatives based on strategic alignment, expected value, capacity, and risk. Partner with cross functional departments to integrate strategy, capital planning, and budget cycles into a single enterprise planning calendar. Drive alignment between strategy refresh, BIC governance, financial planning, and annual business planning. The role maintains direct, influential relationships across the full executive leadership team and stewards' enterprise‑level investment decisions, overseeing and guiding a strategic portfolio representing up to one hundred million dollars in total organizational spend. Translate multi‑year strategic priorities into an executable, financially aligned enterprise portfolio. Establish and enforce enterprise project, program, and portfolio management standards, including gating, quality controls, and reporting expectations. Lead the enterprise benefits realization framework, including Knowledge Performance Indicator baselining, value tracking, and validation of realized benefits. Conduct independent assurance reviews for high‑risk or enterprise‑critical initiatives and oversee corrective action plans. Some of what you need: Bachelor’s degree in Business, Information Systems, Engineering, or related field required Master’s degree in business administration or engineering preferred Professional certifications preferred: Project Management Professional /Projects in Controlled Environments, Portfolio Management Professional, Scaled Agile Framework/Agile, Professional Science (or equivalent) 10 + years in enterprise program, portfolio, or transformation leadership roles Experience leading enterprise Project Management Office functions or transformation offices Demonstrated success influencing senior executives and providing Board‑level reporting Track record managing multi‑year investment portfolios with measurable outcomes Experience implementing or maturing Project Portfolio Management tools and enterprise dashboards Knowledge of Agile at scale and Waterfall delivery models Expertise in enterprise portfolio governance, prioritization, and benefits realization Office environment – Hybrid, with 4 days onsite in Richmond Hill, Monday to Thursday Some of what you will get: Health and Dental benefits RRSP/DPSP Performance bonuses About Us We value transparency in our hiring processes. Please note, artificial intelligence may be used in certain stages to screen, assess, or select applicants, however, a human reviewer makes all final decisions. This posting is for an existing vacancy. About the Team About the Team At Staples Canada we are dynamic, inspiring partners to our customers and the communities in which we live. As The Working and Learning Company, we inspire people to work smarter, learn more and grow every day. We’re looking for curious, approachable, and passionate individuals who love finding solutions. If that’s you, let’s work, learn, and grow together. We are building an inclusive and diverse team Staples Canada is continuously working towards creating an inclusive and diverse work environment. We welcome, value and thrive on perspectives and contributions from backgrounds that vary by race, gender, sexual orientation, gender identity or expression, lifestyle, age, educational background, national origin, religion or physical ability. If you have a disability or special need that requires accommodation, please let us know. Job Identification 62981 Job Category Technology, E-Commerce & Data Science Locations 6 Staples Ave, Richmond Hill, ON, L4B 4W3, CA #J-18808-Ljbffr