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 modern 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
