Executive Assistant to CEO

About the role

The Executive Assistant supports the Founder and CEO of Raising The Village, providing high‑level administrative and operational assistance in a fast‑paced, mission‑driven environment. The role is hybrid, based in Toronto with three days onsite and the remainder remote.

Key responsibilities

• Manage the CEO’s calendar, inbox, travel arrangements, expense reporting and meeting logistics across multiple time zones.
• Draft executive correspondence, briefing notes, agendas and talking points in the CEO’s voice.
• Coordinate Board and senior leadership meetings, prepare materials, track decisions and follow‑up actions.
• Arrange complex domestic and international travel, including itineraries, visas and contingency planning.
• Maintain organized executive records, confidential information and stakeholder contact databases.

Required profile

• 5+ years of progressive executive support experience, preferably to a CEO or senior leader.
• Exceptional organization, prioritization and judgment with the ability to handle sensitive information.
• Resourceful, proactive and able to work independently in ambiguous situations.
• Strong written and verbal communication skills with diplomatic stakeholder engagement.

Required skills

• Microsoft 365 suite proficiency (Outlook, Teams, Word, PowerPoint, Excel).