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Senior Director, Enterprise PMO

Staples Canada Richmond Hill

Job Description

Some of what you will do:

The Sr. Director, Enterprise PMO (EPMO) leads the enterprise-wide project, program, and portfolio management function to translate corporate strategy into measurable execution across all business units and functions. 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 Sr. 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 B2B and B2C 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.
  • 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 KPI 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 (MBA, MEng) preferred
  • Professional certifications preferred: PMP/PRINCE2, PfMP, SAFe/Agile, Prosci (or equivalent)
  • 10 + years in enterprise program, portfolio, or transformation leadership roles
  • Experience leading enterprise PMO 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 PPM tools and enterprise dashboards
  • Knowledge of Agile at scale and Waterfall delivery models
  • Strong financial acumen: capital planning, business case evaluation, ROI/payback modeling, forecasting, scenario analysis
  • Expertise in enterprise portfolio governance, prioritization, and benefits realization

Physical demands/working conditions:

Office environment – Hybrid, with 4 days onsite in Richmond Hill, Monday to Thursday

Some of what you will get:

  • Associate discount
  • Health and Dental benefits
  • RRSP/DPSP
  • Performance bonuses
  • Learning & Development programs
  • And more…

#Bringyourpassion



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


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.

How to Apply

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Frequently Asked Questions

Who is hiring?

This role is with Staples Canada in Richmond Hill.

Is this a remote position?

This appears to be an on-site role in Richmond Hill.

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What skills are needed?

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