Chief of Staff

atWorld Education ServicesRemoteCA flagCanadaFull-timeUncategorizedLeadC$127k – C$163k/year

Posted Sep 6

This is a fully remote position, open to applicants in Canada.

📋 Description

• Act as a trusted advisor and strategic thought partner to the Managing Director and the leadership team.

• Evaluate competing priorities, emerging challenges, risks, dependencies, and strategic trade-offs.

• Deliver objective analysis, recommendations, and escalation assistance.

• Organize strategic information, issues, decisions, and materials across leadership teams, the Board, and various departments.

• Oversee the project management of WES Canada contributions to enterprise-level and global board/leadership reporting.

• Manage the logistics and operations of WES Canada Board governance.

• Coordinate the Managing Director’s internal and external commitments, including Board and committee materials, briefings, meetings, and follow-ups.

• Assist in the development and implementation of the Managing Director’s annual work plan and WES Canada strategic priorities.

• Track progress, report outcomes, address obstacles, and support leadership decision-making processes.

• Supervise selected high-priority strategic initiatives, special projects, task forces, and working groups.

• Manage executive reporting and dashboards in collaboration with Finance, Strategy, and departmental leaders.

• Convert enterprise-wide strategic priorities into Canada-specific execution plans while highlighting Canada-specific issues at higher levels.

• Oversee the coordination of departmental annual budgets, including shared services, shared costs, and cross-entity resource distribution.

• Facilitate communications from the Managing Director, which includes correspondence, announcements, presentations, talking points, and speeches.

• Foster trusted relationships with department and enterprise leaders.

• Represent the Managing Director at designated internal and external meetings, briefings, and events.

• Gather insights, coordinate next steps, and brief relevant parties.

• Provide people management, oversight, and mentorship for administrative staff.

• Oversee consultants, honoraria, and other budget expenses related to WES Canada.


⛳️ Requirements

• A degree in business administration, public administration, nonprofit management, public policy, organizational leadership, or a related field, or an equivalent combination of education and experience.

• 8–10 years of relevant work experience, with a strong preference for strategy execution, executive advisory support, organizational leadership, project or program management, policy, or business operations.

• Outstanding project management capabilities in a fast-paced setting.

• Experience in managing complex, cross-functional initiatives or executive priorities involving numerous senior stakeholders.

• Excellent problem-solving, decision-making, and judgment abilities.

• Strong verbal and written communication skills, including the preparation of executive correspondence, Board materials, presentations, speeches, briefing notes, and decision papers.

• Proficiency in PowerPoint.

• Experience in developing and monitoring executive work plans, organizational priorities, dashboards, or key performance indicators.

• Strong qualitative and quantitative analytical skills.

• Familiarity with inclusive and participatory models for strategy development, planning, decision-making, and/or budgeting.

• Interpersonal skills characterized by tact, diplomacy, and flexibility.

• Experience building trust and credibility with diverse stakeholder groups.

• Ability to exercise independent judgment while managing competing priorities under pressure.

• Strong experience in people management and supervision.

• Proficiency in oral and written French.

• Multisector experience is preferred.

• Experience with frameworks and models for strategy development, scenario planning, organizational decision-making, performance measurement, and budgeting is desired.

• Experience in public, nonprofit, social impact, regulatory, professional association, or private sectors is also desired.


🏝️ Benefits

• Remote work and flexible scheduling options.

• Generous time-off policies.

• Comprehensive wellness programs.

• Extensive benefits package.

• Tangible rewards and recognition.

• Opportunities for personal and professional development.

• Comprehensive training programs.

• Tuition reimbursement opportunities.

• Career advancement and ongoing professional development.

• Employee-led resource groups.

• Town halls and collaborative team events.

• Meaningful volunteer opportunities.

• Inclusive and accessible work environment.

• Accommodation support during the recruitment process.

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