Director, Programs & Community Development

Digital Moment

2d • Remote

About The Position

The Director of Programs & Community Development is a permanent, remote senior leadership role reporting to the CEO. The Director leads Digital Moment’s portfolio of programs in digital skills, AI literacy, advocacy, and youth workforce readiness. They guide program and project managers, strengthen planning, delivery, and impact measurement, and build partnerships with schools, educators, volunteers, and community organizations. The role oversees funded projects with public and private stakeholders and works with the Director of Growth and External Affairs to develop proposals.

The Director leads portfolio strategy and program quality, manages program managers, adapts delivery models to changing funding and community needs, and oversees performance, participant experience, and continuous improvement. They lead community engagement and partner relationships, including scalable volunteer and expert engagement approaches. They also oversee project management, funder commitments, resource planning, compliance, reporting, evaluation, and impact measurement.

The role transforms and develops the Programs and Project Management team, coaches program managers and senior project managers, and establishes communication, planning, and accountability practices. The Director supports governance, safeguarding, privacy, risk management, and KPI practices, ensuring programs align with organizational funding strategy. The successful candidate is mission-driven, collaborative, adaptable, inclusive, and committed to helping young people build digital skills and confidence.

Requirements

• At least 8 years leading programs in education, youth development, the community sector, or a related field.
• At least 3 years of experience managing teams.
• Experience overseeing a portfolio of funded programs, including budgets, timelines, deliverables, and funder reporting.
• A track record of building relationships with school boards, educators, community organizations, volunteers, and industry partners.
• Experience designing or scaling volunteer or expert engagement models.
• A data-informed approach to program quality, evaluation, and impact measurement.
• Experience leading teams through change, including restructuring roles and developing people.
• Familiarity with safeguarding, privacy, and risk practices, especially in work with youth.
• Excellent communication skills and the ability to engage audiences ranging from youth to funders.

Nice To Haves

• Knowledge of the Quebec and Canadian education landscape.
• Experience in digital skills, AI literacy, or technology education.
• Experience in a growing nonprofit or social enterprise.
• Knowledge of French.

Responsibilities

• Lead the program portfolio across planning, delivery, quality, and continuous improvement.
• Manage and support Program Managers, establishing clear responsibilities, strong execution, and accountability.
• Adapt program delivery models to changing funding conditions, community needs, and operational realities.
• Develop a thorough understanding of existing programs and communicate their design, research, models, and impact to external audiences.
• Prioritize established program delivery, refine offerings, and develop new learning programs when funding allows.
• Oversee portfolio performance, including objectives, participant experience, implementation quality, and improvement recommendations.
• Lead the organization’s community development approach and build relationships with school boards, educators, volunteers, industry experts, youth-serving organizations, and strategic partners.
• Oversee engagement strategies that support participation, trust, local relevance, and delivery capacity.
• Develop scalable volunteer and expert engagement approaches.
• Capture community and partner feedback and use it to improve programs, delivery models, and engagement practices.
• Oversee project management across funded initiatives and ensure commitments to funders and partners are met.
• Track timelines, deliverables, resource planning, budgets, and funder expectations.
• Oversee compliance, reporting, evaluation, and impact measurement, producing high-quality reports and data-informed improvements.
• Transform and develop the Programs and Project Management team, including defining roles, identifying skills gaps, and building capacity with senior leadership.
• Lead, coach, and develop Program Managers and Senior Project Managers.
• Establish communication, planning, accountability, and coordination practices across the function.
• Work with the CEO and cross-functional leaders to support organizational delivery.
• Support processes and policies that strengthen governance, effectiveness, and responsible delivery.
• Lead or support program-related safeguarding, privacy, and risk management policies.
• Support KPI and measurement practices for program health and organizational performance.
• Align programs, projects, and initiatives with the funding strategy and work with the Director of Growth and External Affairs on proposals.

Benefits

• 20 days of annual vacation, including 5 days in December during the office closure.
• Group benefits including RRSP, parental top-up, medical, and dental.
• Work from home and a flexible 35-hour work week.
• 10 annual wellness days.
• Continuous learning and development opportunities.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed