Executive Personal Assistant #2068

Competitive, commensurate with experience

6-9 years

Start Date As soon as possible

City Toronto

State/Province Ontario

L3S

Private Household

A private household is seeking an experienced, highly organized, and resourceful Executive Personal Assistant to provide comprehensive support to the Founder & Executive Chairman and members of the family.

This multifaceted position combines executive and personal support, residential operations, project management, travel coordination, and oversight of various personal and family affairs. The successful candidate will be entrusted with managing a wide range of responsibilities and projects, from initial planning through successful implementation, while ensuring priorities are handled efficiently and with the highest level of discretion.

The ideal candidate is proactive, adaptable, technologically proficient, and comfortable operating in a fast-paced environment where priorities may evolve quickly. This individual must demonstrate excellent judgment, anticipate needs, and confidently coordinate with household staff, professional advisors, vendors, contractors, corporate teams, and external stakeholders.

This is an excellent opportunity for an accomplished professional seeking a dynamic, long-term position supporting a private family and its executive office.

• Provide comprehensive personal and administrative support to the Founder & Executive Chairman and members of the family.
• Coordinate personal and professional commitments, appointments, errands, and day-to-day requirements.
• Collaborate closely with the Executive Assistant on scheduling, projects, and priorities, and provide coverage when required.
• Manage the timely and accurate flow of information and communications.
• Prepare reports, presentations, correspondence, briefs, and other documentation as required.
• Coordinate meetings and occasionally prepare meeting minutes.
• Provide flexible and responsive support to ensure the smooth management of daily activities.
• Maintain strict confidentiality regarding all personal, family, business, and financial matters.

• Coordinate the day-to-day operations of the family’s residences and residential properties.
• Oversee household staff, external service providers, contractors, and vendors.
• Coordinate property maintenance, repairs, inspections, and special projects.
• Liaise with architects, engineers, surveyors, tradespeople, and other professionals as required.
• Monitor outstanding household and property matters and ensure appropriate follow-up and completion.
• Identify operational inefficiencies and recommend practical solutions.
• Ensure residences are maintained and operated according to the family’s expectations and standards.
• Lead and coordinate a variety of personal, residential, and executive projects from initial planning through implementation.
• Establish priorities, timelines, deliverables, and appropriate follow-up procedures.
• Monitor deadlines and proactively initiate preliminary work on upcoming projects.
• Source, coordinate, and negotiate with vendors and service providers when required.
• Liaise with internal corporate teams and external professionals to facilitate projects.
• Track outstanding matters and ensure projects progress efficiently and according to expectations.

• Coordinate domestic and international travel arrangements, accommodation, transportation, and itineraries.
• Maintain and coordinate family calendars and important personal commitments.
• Assist with the organization and execution of private events and special occasions.
• Anticipate logistical requirements associated with travel, events, residences, and family activities.
• Perform personal errands and other duties as requested.

• Assist with the coordination and administration of the family’s philanthropic initiatives and events.
• Liaise with charitable and non-profit organizations, donors, and other stakeholders.
• Coordinate logistics, communications, documentation, and follow-up associated with philanthropic projects.

• Minimum of 5 years of…