Executive Assistant: Private Office & Family Travel

Peak Associates Limited; Markham; On-site; CAD 70,000 - 110,000; Full time

Job summary

Peak Associates Limited seeks an experienced Executive Assistant to provide high-level administrative and organizational support in Markham, Ontario. The role works closely with the Senior Executive Assistant to the Chairman and supports family members with discretion, prioritization, and responsive service.

This full-time onsite position requires flexibility for after-hours requests, impeccable organization, and the ability to manage complex schedules, travel arrangements, and confidential

Qualifications

• 5-7 years of experience in a Family Office, private office, executive support, or high-net-worth environment.
• Proven ability to coordinate complex domestic and international travel and manage competing priorities.
• Excellent organizational, communication, and problem-solving skills with exceptional attention to detail.
• High degree of professionalism, discretion, and sound judgment when handling confidential information.
• Proficiency with Microsoft Office Suite.
• Ability to work independently while contributing to a collaborative, team-oriented environment.

Responsibilities

• Provide administrative support to executives, including meetings, materials, document management, correspondence, expense reporting, and general executive assistance as required.
• Coordinate internal meetings, ensuring agendas, materials, logistics, hospitality, and follow-up actions are properly managed and executed.
• Track action items, monitor deadlines, and ensure timely follow-through on commitments arising from meetings, projects, and ongoing initiatives.
• Support the day-to-day administrative operations of the private office, including maintaining records, coordinating vendors and service providers, managing office resources, and assisting with office events and family gatherings.
• Assist with projects and initiatives by conducting research, coordinating third parties, preparing documentation, and tracking milestones and deliverables.
• Serve as a primary support resource for second-generation family members, providing responsive and discreet assistance across personal, travel, lifestyle, and business-related matters.
• Coordinate domestic and international travel, including flights, accommodations, ground transportation, visas, itineraries, travel documentation, and contingency planning.
• Manage personal administrative needs including memberships, registrations, renewals, gifting, reservations, and other lifestyle-related requests.
• Liaise with household staff, property managers, security personnel, and external service providers to ensure seamless execution of family-related requirements.
• Support family members' business interests and external engagements through coordination, documentation, and follow-up as required.
• Research and source vendors, services, experiences, and solutions to support both family and office needs.
• Provide administrative coverage and support to the Senior Executive Assistant to the Chairman and wider executive team during peak periods or absences as required.
• Partner closely with the Senior Executive Assistant to the Chairman to ensure consistent coordination, communication flow, and execution.
• Maintain strict confidentiality and exercise sound judgment in all matters relating to the family, executives, and business interests.

Skills

Organizational skills

Travel coordination

Discretion

Calendar management

Communication

Problem solving

Relationship building

Tools

Microsoft Office

Job description

Peak Associates Limited seeks an experienced Executive Assistant to provide high-level administrative and organizational support in Markham, Ontario. The role works closely with the Senior Executive Assistant to the Chairman and supports family members with discretion, prioritization, and responsive service.

This full-time onsite position requires flexibility for after-hours requests, impeccable organization, and the ability to manage complex schedules, travel arrangements, and confidential