A private family in Toronto is seeking a Personal Assistant to provide dedicated, on-site support in the management of their personal affairs. This is a full-time, five-day-per-week role with direct access to the principals, suited to a seasoned professional who is comfortable with a demanding pace and a high degree of responsibility.
The ideal candidate combines meticulous organization with proactive judgment, working independently to keep a busy schedule on track. Resilience, discretion, and the ability to respond quickly and calmly to changing priorities are essential.
Key Responsibilities Manage complex personal calendars, resolving conflicts in advance and keeping detailed trackers and records current
Monitor and respond to a high volume of correspondence promptly, maintaining an organized inbox
Arrange domestic and international travel and related logistics, adjusting plans at short notice
Schedule and follow up on personal appointments and recurring commitments
Coordinate family logistics, scheduling, and communication with third parties
Oversee personal administration, including payments, documentation, and renewals




Plan and coordinate private events and special occasions from start to finish
Research and source products and services, evaluating options and managing arrangements
Handle day-to-day requests, errands, and deliveries as they arise
Maintain strict confidentiality on all personal and family matters
Qualifications and Experience Proven experience as a Personal Assistant or Executive Assistant supporting senior executives or high-net-worth families
Highly proactive and attentive, with a track record of thinking ahead and bringing forward ideas, not just completing tasks
Strong technical fluency: quick and confident on mobile apps and advanced in Microsoft Office and up-to-date productivity tools
Excellent organization and attention to detail, with the ability to manage competing priorities
Composed, resilient, and able to take direct feedback in stride while working with demanding principals
Exceptional discretion, integrity, and professional judgment
Compensation: $200,000-$220,000 base salary plus a discretionary bonus

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📌 Personal Assistant (Ontario)
🏢 Confidential Employer
📍 Ontario