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Confidential

Personal Assistant

Toronto, ON, Canada

Job type: Full-time
Apply by: Oct 31, 2026
Posting language: English
Posted: Oct 1, 2026

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Original job description

We are seeking an experienced Personal Assistant to provide dedicated one-on-one support to the principals of a private family office located in the Downtown area. This is a fully onsite position supporting the family's personal affairs exclusively, with a separate individual responsible for the corporate side of the business.

The successful candidate will be a highly organized, proactive professional who thrives in a fast-paced environment, exercises exceptional discretion, and enjoys anticipating needs before they arise. This role requires someone who can seamlessly manage multiple priorities while providing a high level of personalized support to the family.

Key Responsibilities

Manage complex family calendars, ensuring schedules remain organized and conflicts are proactively resolved.
Coordinate domestic and international travel, including flights, hotels, transportation, visas, itineraries, and activities.
Schedule medical appointments and maintain ongoing reminders for family members.
Register children for extracurricular activities and coordinate with schools regarding absences and scheduling.
Maintain family records, ensuring important documents remain current and organized.
Pay household bills and maintain detailed purchasing and expense logs.
Assist with personal shopping, errands, and product research while sourcing the best options based on quality, availability, and cost.
Coordinate birthdays, holiday celebrations, charitable events, and other personal functions.
Research and arrange programs, camps, sports, lessons, and recreational activities for family members.
Receive and organize incoming mail and deliveries.
Provide general administrative support while maintaining complete confidentiality at all times.

Requirements

Previous experience as a Personal Assistant, or in a similar private support role.
Experience supporting high-net-worth individuals, executives, or private families is strongly preferred.
Exceptional organizational skills with the ability to manage multiple competing priorities.
Strong communication skills and a polished, professional demeanor.
Advanced proficiency with Microsoft Outlook, Excel, and Microsoft Office.
Resourceful, proactive, and able to anticipate needs with minimal direction.
High level of discretion, sound judgment, and professionalism.
Comfortable working onsite five days per week in downtown Toronto.

What's Offered

Opportunity to support a well-established private family in a trusted, long-term capacity.
Varied and engaging role with significant autonomy and responsibility.
Collaborative and respectful working environment.
Highly competitive compensation package based on experience.

Apply About employer

More about this job

Responsibilities

Manage the family’s calendars, travel, appointments, children’s activities, records, bills, expenses, shopping, and personal events. Provide general administrative and logistical support while anticipating needs and maintaining complete confidentiality.

Requirements

Previous experience as a Personal Assistant or in a similar private support role is required, with experience supporting high-net-worth individuals, executives, or private families strongly preferred. Candidates should have exceptional organizational and communication skills, advanced proficiency with Microsoft Office, sound judgment, discretion, and the ability to work onsite in downtown Toronto five days per week.

Skills

Calendar Management
Travel Coordination
Appointment Scheduling
School Coordination
Records Management
Bill Payment
Expense Tracking
Personal Shopping
Event Coordination
Research
Mail and Delivery Management
Microsoft Outlook
Microsoft Excel
Microsoft Office
Organization
Discretion

Visa sponsorship

Not detected in the job text

Keywords

Personal Assistant
Private Family Office
High-Net-Worth Individuals
Family Affairs
Calendar Management
Domestic Travel
International Travel
Visa Coordination
Medical Appointments
School Coordination
Family Records
Household Bills
Expense Logs
Personal Shopping
Event Coordination
Extracurricular Activities
Confidentiality
Microsoft Outlook
Microsoft Excel
Microsoft Office
Downtown Toronto

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