Location: Remote

Position Type: Permanent

Reports to: CEO

About the role

Reporting to the CEO and part of the senior leadership team, the Director of Programs and Community Development leads Digital Moment’s portfolio of programs in digital skills, AI literacy, advocacy, and youth workforce readiness. You’ll guide a team of program and project managers, strengthen how we plan, deliver, and measure impact, and build the partnerships with schools, educators, volunteers, and community organizations that help our programs reach more young people. You’ll lead the delivery of funded projects across a wide range of public and private stakeholder groups, and work directly with the Director of Growth and External Affairs to build strong proposals.

What you’ll do

1. Portfolio Strategy & Program Leadership

- Lead Digital Moment’s portfolio of programs and initiatives across planning, delivery, quality, and continuous improvement.
- Manage and support Program Managers responsible for individual programs, providing clarity on responsibility, ensuring strong execution and accountability.
- Ensure program delivery models remain agile and adaptable to changing funding conditions, community needs, and operational realities.
- Develop a deep understanding of Digital Moment’s existing programs, including how they were designed, the research and models behind them, and the impact they have had, and speak about them confidently to partners, funders, and other external audiences.
- Prioritize solid delivery of established programs, refining them where needed and, where funding allows, shaping new, innovative, and inclusive learning offerings in digital skills, AI literacy, advocacy, and youth workforce readiness.




- Oversee program performance across the portfolio, including progress against objectives, participant experience, implementation quality, and recommendations for improvement.

2. Community Development & Ecosystem Engagement

- Lead Digital Moment’s approach to community development in support of program success, participation, and long-term impact.
- Build and sustain solid relationships with key stakeholders across the education and community ecosystem, including school boards, educators, volunteers, industry experts, youth-serving organizations, and other strategic partners.
- Oversee engagement strategies that strengthen participation, trust, local relevance, and delivery capacity across programs.
- Develop scalable approaches to volunteer and expert engagement that support fluid funding models and expand the organization’s ability to deliver high-quality programs.
- Ensure community and partner feedback is captured and translated into stronger programs, improved delivery models, and more effective engagement practices.

3. Project Oversight, Compliance & Impact

- Oversee the project management function across funded initiatives.
- Lead the delivery of funded projects across a variety of public and private stakeholder groups, ensuring commitments to funders and partners are met.




- Ensure solid tracking of timelines, deliverables, resource planning, and alignment with budgets and funder expectations.
- Oversee compliance, reporting, evaluation, and impact measurement across program initiatives.
- Ensure high-quality impact reports, recommendations, and data-informed improvements across the portfolio.

4. Team Leadership & Cross-Functional Execution

- Lead the transformation of the Programs and Project Management team to strengthen partnerships, outreach, and delivery, including building new roles, identifying skills gaps, and developing capacity, in close collaboration with senior leadership.
- Lead, coach, and develop Program Managers and the Senior Project Managers.
- Build robust communication, planning, and accountability practices across the function.
- Create the tools, processes, and rhythms needed to keep teams aligned and informed on funded initiatives and priorities.
- Work closely with the CEO and cross-functional leaders to support successful delivery across the organization.

5. Governance, Risk & Organizational Leadership

- Support the development and implementation of processes, policies, and practices that strengthen governance, effectiveness, and responsible delivery.
- Lead and/or support key program-related policies such as safeguarding, privacy, and risk management.
- Support the implementation and maintenance of KPIs and measurement practices that assess program health and organizational performance.
- Ensure programs, projects, and initiatives are aligned with the organization's funding strategy, working directly with the Director of Growth and External Affairs to build st

📌 Director, Programs (Montreal)
🏢 Digital Moment
📍 Montreal