Executive Personal Assistant

About KEV

About the role

How you’ll contribute

• Build reusable AI-assisted workflows for recurring tasks.
• Manage the CEO’s calendar, meetings, rooms, video links, inbox, and follow-up.
• Turn brief instructions into finished emails, checklists, and calendar invitations.
• Coordinate travel, reservations, business dinners, hosted events, and leadership offsites.
• Handle personal and philanthropic paperwork, donations, RSVPs, correspondence, and commitment records.
• Coordinate family-office and foundation meetings, calls, routine payments, and paperwork for approval.
• Maintain a shared tracker of open items, owners, and next dates.

Who you are

• At least 5 years supporting a CEO, founder, or high-net-worth principal across business and personal matters.
• Expert in Microsoft 365, including calendaring, delegate access, inbox management, Teams, OneDrive, SharePoint, Word, and Excel; comfortable setting up Zoom and Webex from Outlook.
• Build reusable automations and workflows with AI tools such as Claude and know when a task needs human judgment; examples may be requested in interviews.
• Write concise, polished emails; maintain clear task tracking and proactively close loops.
• Comfortable with financial paperwork and e-signature tools such as DocuSign and Adobe Acrobat.
• Discreet with personal, financial, and business information; calm, accurate, professional, and comfortable taking direction from multiple people.
• Based in Toronto and able to work in the office five days a week.
• Family office, private household, or foundation experience is a strong plus.

Compensation

• Salary range is $90,000 to $120,000; final offers may vary based on skills and experience.

Benefits and culture

• Benefits include retirement savings support, flexible paid time off, and office perks.
• The posting also describes competitive compensation, benefits, and opportunities for learning and career development.