About The Position

Digital Moment is seeking a strategic, execution-oriented manager to lead its distributed national team of Regional Outreach & Digital Literacy Educators and oversee formal-education initiatives. The role designs, implements, and oversees the operational strategy for engaging K–12 education systems across Canada, promoting Digital Moment’s national AI Literacy Framework, and scaling professional learning for educators across all provinces. The manager sets strategy, establishes KPIs, and supports the team in meeting its goals while also taking a hands-on role in outreach meetings, presentations to education stakeholders, and educator training. The position leads regional outreach planning, team performance and coaching, strategic partnerships, and monitoring and reporting. It works collaboratively with organizational leadership and internal teams to align regional strategies with broader goals and funding commitments, report progress, and use field insights to improve programs and materials.

Requirements

  • At least five years of leadership experience in K–12 education, educational non-profits, or edtech, with a proven record of managing distributed regional teams.
  • Demonstrated experience designing, implementing, and monitoring multi-region outreach strategies, training rollouts, or partnership pipelines.
  • Extensive hands-on experience engaging K–12 educators, including workshop facilitation, stakeholder pitching, and relationship management.
  • Experience leading partnership development, including high-level MoUs, joint workplans, and complex stakeholder agreements.
  • Experience tracking organizational outcomes, managing performance against KPIs, and reporting to senior leadership or boards.
  • Comprehensive understanding of Canadian K–12 education systems, provincial curricula, governance structures, and decision-making processes across multiple provinces.
  • Deep knowledge of AI literacy, digital technology integration, and emerging trends in K–12 education.
  • Strong understanding of educational change management and scaling initiatives across diverse provincial contexts.
  • Strong leadership, team management, and coaching abilities in distributed environments.
  • Outstanding verbal, written, and presentation skills, with comfort acting as a Digital Moment spokesperson at regional and national forums.
  • Strong strategic planning, project management, and analytical skills for organizing national outreach campaigns and tracking team KPIs.
  • Ability to turn organizational strategy into clear, executable workplans for regional leads.
  • A hands-on leadership approach and enthusiasm for delivering workshops, conducting outreach pitches, and supporting team members in the field.
  • A mission-driven commitment to scaling ethical, accessible AI literacy in K–12 education.
  • Agility, proactivity, and resilience when navigating complex organizational structures and emerging opportunities.
  • Collaborative approach, diplomacy, emotional intelligence, and relationship-building capabilities.

Nice To Haves

  • Bilingualism in English and French.

Responsibilities

  • Design and implement the national roadmap for stakeholder outreach, AI Literacy Framework promotion, and educator training across Western Canada, Ontario, Quebec, and Eastern Canada.
  • Set regional engagement targets, outreach priorities, and operational campaign plans to reach school boards, ministries, and educational associations.
  • Define national adoption goals, engagement targets, and KPIs for measuring reach, workshop delivery, and partnership progress.
  • Align regional outreach strategies with organizational goals and funding commitments in collaboration with leadership.
  • Lead, manage, and mentor a distributed team of Regional Educators, providing the tools, guidance, and support they need to succeed.
  • Establish regular reporting cadences and tracking systems to monitor team performance, outreach pipelines, completed activities, barriers, and upcoming actions.
  • Coach Regional Educators in stakeholder engagement, partnership agreements, and workshop delivery.
  • Maintain consistency and quality in training delivery, framework representation, and partner communications across regions.
  • Manage key strategic accounts, high-level ministry interactions, and major national and provincial partnerships directly.
  • Conduct outreach meetings, present Digital Moment’s AI Literacy Framework, and facilitate professional development sessions and webinars alongside Regional Educators.
  • Participate directly in field activities to stay informed about educator needs, regional differences, and market conditions.
  • Support the drafting and execution of high-level MoUs, partnership agreements, and joint implementation plans.
  • Synthesize engagement metrics, training data, participant feedback, and field insights to track progress and support continuous improvement.
  • Provide regular, comprehensive updates to executive leadership on KPI performance, regional opportunities, system barriers, and strategic recommendations.
  • Translate field intelligence into recommendations for improving the AI Literacy Framework, professional learning content, and knowledge mobilization materials.

Benefits

  • Fully remote work.
  • Competitive salary.
  • 10 wellness days and 20 vacation days annually.
  • Health benefits coverage starting on Day 1.
  • Matching RRSP contribution program.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service