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Director, Program Management Office

D2L is a cloud company that is modernizing education and building the Future of Work. The old models of teaching and learning are in the midst of the largest transformation in history, and D2L is at the heart of that fundamental shift. 

New models of teaching and learning enable a personalized, student-centric experience – and deliver improved retention, engagement, satisfaction, and results for learners of all ages – in schools, campuses, and companies.

D2L is disrupting the way the world learns, by providing the next generation learning environment and solutions to engage and inspire learners. And most importantly, by giving customers a platform that is easy, flexible, and smart. No other company provides a solution as robust and innovative as D2L.

D2L has had a singular mission for 20 years and is dedicated to that same mission in the years ahead: to transform the way the world learns – and by doing so, we will help improve human potential globally.

A member of our Talent Acquisition team reviews ALL of our applications - yes a real person reviews resumes! They are excited to read more about what amazing things you could add to D2L. 

The Director, Program Management Office is an operational leader with experience designing, building, and scaling a centralized corporate program and project management office.  They will be responsible for driving the successful execution and delivery of portfolios of programs and projects across D2L and enabling D2Lers to do the best work of their lives.

Reporting to the VP of Product Operations, this director will enable D2L’s efficient, effective, and agile program and project management practices and processes – focusing on lightweight process design and implementation, communication and training, and organizational acceleration. 

The individual will lead a team of program and project managers serving functions across D2L – including product, technology, services, sales, marketing, and other enterprise enablement functions.

The Director, Program Management Office is a key member of the Product Operations Senior Leadership Team and the President’s extended leadership team.  They will work closely with colleagues across D2L.

Major Responsibilities (How Will I Make an Impact?):

  • Transform a team of program managers into a PMO function – leveraging shared best practices to plan, manage, and deliver programs and projects
  • Drive the successful execution and delivery of programs and projects across a variety of functions – including product, technology, services, sales, marketing, and other enterprise enablement functions
  • Partner closely with business owners across D2L to establish lean and agile practices and processes to get work done that are scalable and deliver business outcomes
  • Proactively manage risks, issues, and change to support teams and ensure successful program and project delivery
  • Leverage industry best practices to design efficient, effective, lean, and agile program and project management practices, processes, and templates leveraged by PMO; document and evangelize adoption across D2L
  • Implement and operationalize portfolio management techniques to provide a cohesive management of programs and projects
  • Implement tools and dashboards that enable early insights and data-driven decision-making on programs and projects
  • Use systems thinking to facilitate process design and optimization across D2L as needed
  • Communicate broadly across teams, senior leadership, and C-level staff – championing transparency
  • Build and lead a best-in-class program management office supporting responsibilities

People Leadership and Performance 

  • Passionate about people leadership and leading effective teams 
  • Manage a team of D2Lers and champion a high performing culture  
  • Connect your team’s day to day accountabilities to D2L’s mission by setting clear objectives and performance expectations with your team members
  • Coach, provide regular feedback, provide career path and development or growth opportunities, and create a collaborative and open environment
  • Collaborate through cross-functional teams to accomplish established corporate and team goals and effectively manage relationships with other D2L teams 
  • Responsible for supporting vision, planning, and defining team objectives, and leading execution of objectives 
  • Work with peers and leaders to drive productivity, efficiency, and hold team accountable for high quality outcomes 
  • Play key role with interviewing, hiring, and onboarding new team members. Provide expertise and coaching/mentorship to the team members
  • Produce and actively participate in knowledge sharing as well as professional development initiatives 

Competencies (What you’ll bring to the role):

  • 10+ years of directly related work experience in a fast-paced, global, high-growth technology markets; education technology experience strongly preferred
  • 5+ years of successful track record of leading a program/project management office to deliver complex, corporate-wide programs and projects on-time, with quality, and aligned out business outcomes
  • Demonstrated ability to independently translate strategy, solution complex issues, and drive for results through personal and team accountability, while building strong organizational bridges
  • Proven experience defining, implementing, and iterating portfolio, program, and project management practices and processes within a fast-growing technology company
  • Comfortable at working across Waterfall, Agile, and other methodologies
  • Player-coach mentality
  • Passionate about building a data-driven organizations and leveraging insights to drive decisions
  • Proficient in common project and work management tools
  • Outstanding communications skills with great reputation for communicating highly complex ideas and concepts with simplicity, power, and emotional impact
  • Strong business acumen and thrive in an organization that is simultaneously mission, growth, and business driven
  • Demonstrated success in building and leading high-performance teams
  • Nice to have: Agile, Project Management, and/or Change Management certification(s) a strong plus (i.e., PMP, Six Sigma CSM, SAFe, Prosci)

D2L Leadership Competencies (What you’ll demonstrate):

  • Leads by Example with personal and professional integrity, high accountability and say/do ratio
  • Boundaryless collaboration and influence skills both within team, peer group and broader organization. Effective communicator with a proven track record o
  • Delivers Awesome Outcomes: Strategic mindset and business acumen, with strong prioritization skills and a focus on organizational outcomes vs. team tasks. Effective problem solver, able to achieve results individually and through others, in fast paced, deadline-driven environments.
  • Talent Magnet: Talent-focused leader, with demonstrated ability to coach, build and lead a high performing, diverse team.
  • Better, Smarter, Faster: An agile learner, with a growth mindset, attention to detail and organizational skills. An operationally minded leader, with a focus on continuous improvement and innovation.
  • Wins Hearts and Minds: An effective communicator, with the ability to connect the why and the what. A change agent, with proven delegation, motivation, and team building skills.

Don’t meet every single requirement? We strongly encourage you to still apply! At D2L, we are committed to creating a diverse and inclusive environment. We encourage your application even if you don't believe you meet every single qualification outlined, because we love to help our people grow and develop!

Why we're awesome:

At D2L, we are dedicated to providing you with the tools to do the best work of your life. While some of our perks and benefits may vary depending on location or employment type, we are proud to provide employees with the following;

  • Impactful work transforming the way the world learns
  • Flexible work arrangements
  • Learning and Growth opportunities
  • Tuition reimbursement of up to $4,000 CAD for continuing education through our Catch the Wave Program
  • 2 Paid Days off for Catch the Wave related activities like exams or final assignments
  • Employee wellbeing (Access to mental health services, EFAP program, financial planning and more)
  • Retirement planning
  • 2 Paid Volunteer Days
  • Competitive Benefits Package
  • Home Internet Reimbursements
  • Employee Referral Program
  • Wellness Reimbursement
  • Employee Recognition
  • Social Events
  • Dog Friendly Offices at our HQ in Kitchener, Winnipeg, Vancouver and Melbourne.

D2L is committed to a fair and inclusive work environment. We are an equal opportunity employer that hires and attracts talent regardless of age, race, creed, color, religion, national origin, ancestry, marital status, affectional or sexual orientation, gender identity or expression, disability, nationality, sex, status as a protected veteran or any other legally protected grounds and will not discriminate on these bases. We draw on diversity of thought and experience to reflect the rich array of cultures representing our broad customer base and we seek talent with diversity of life experiences and perspectives from around the world. If you have special accessibility requirements that need to be considered during the recruitment process, please let us know by emailing us at [email protected] and a member of our HR team will get back to you. Information received relating to accommodation needs of applicants will be addressed confidentially. D2L maintains a drug-free workplace.

Disclaimer and Consent:

By clicking on the “Submit Application” button above, you acknowledge, agree and/or provide your explicit consent for the D2L family of companies


The D2L family of companies and its vendors, partners, and third parties and their systems may be located in jurisdictions different from your jurisdiction of residence.

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To all recruitment agencies: D2L does not accept agency resumes. Please do not forward resumes to our HR alias e-mail address, to any D2L employee, or to other Desire2Learn e-mail addresses. D2L will not pay any fees related to unsolicited resumes.

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