Personal Assistant

Job Overview

We are searching for a skilled Personal Assistant to deliver dedicated one-on-one assistance to the principals of a private family office situated in downtown Toronto. This role is fully onsite and focuses exclusively on managing the family's personal matters, while another individual handles corporate affairs.

Primary Responsibilities

• Oversee complex family calendars, keeping schedules organized and resolving conflicts proactively.
• Arrange domestic and international travel logistics including flights, accommodations, transportation, visa requirements, itineraries, and activities.
• Manage medical appointment bookings and provide ongoing reminders for family members.
• Coordinate children’s extracurricular registrations and liaise with schools about absences and scheduling details.
• Maintain and organize important family documentation, ensuring records are up-to-date.
• Handle household bill payments and keep detailed records of purchasing and expenses.
• Assist with personal shopping, errands, and in-depth product research to find optimal options considering quality, availability, and price.
• Plan and coordinate celebrations such as birthdays, holidays, charitable events, and other personal gatherings.
• Research and organize programs, camps, sports, lessons, and recreational activities for family members.
• Receive and organize all incoming mail and deliveries.
• Provide broad administrative support while strictly preserving confidentiality at all times.

Requirements and Qualifications

• Proven experience working as a Personal Assistant or in a comparable private support position.
• Preferably experienced supporting high-net-worth individuals, executives, or private families.
• Outstanding organizational abilities to juggle various competing priorities effectively.
• Strong interpersonal and communication skills with a polished and professional demeanor.
• Advanced skills in Microsoft Outlook, Excel, and the Microsoft Office suite.
• Resourceful, proactive mindset with the ability to anticipate needs independently.
• High discretion, sound judgment, and professionalism are essential.
• Must be comfortable working onsite five days per week in downtown Toronto.

Compensation and Work Environment

• Chance to work closely with a well-established private family on a trusted, long-term basis.
• A diverse and stimulating role offering considerable autonomy and responsibility.
• A collaborative and respectful workplace culture.
• A highly competitive salary package commensurate with experience.