We are seeking a highly skilled and adaptable Executive Assistant to support a dynamic, high-profile executive operating across philanthropy, arts & entertainment, family office management, real estate, and venture initiatives.

Executive Assistant

Location: Toronto, ON (Hybrid – Onsite meetings at Jarvis and Bloor with travel throughout Toronto)

Salary: $70,000 – $75,000 annually

Schedule: 8:00 AM – 4:30 PM (must be flexible for early mornings, evenings, and weekends)

Key Responsibilities

Executive & Administrative Support

Manage complex calendars, appointments, and multi-stakeholder scheduling

Coordinate meetings, communications, and follow-ups across multiple sectors

Prepare reports, presentations, correspondence, and briefing materials

Maintain organized records, documentation, and confidential files

Philanthropy & Impact Initiatives

Support planning and execution of philanthropic programs and events

Liaise with non-profits, donors, and stakeholders

Track, analyze, and report on charitable initiatives and outcomes

Arts, Entertainment & Events

Coordinate arts, culture, and entertainment events (including logistics, vendors, talent, and venues)

Support relationships with artists, performers, and industry partners

Manage event planning, scheduling, and execution details

Family Office & Personal Support

Handle confidential personal and family-related matters with discretion

Coordinate household staff, vendors, and service providers

Manage personal travel, calendars, and logistics

Hotel Acquisition & Real Estate Support

Assist with research and evaluation of hotel acquisition opportunities

Coordinate due diligence processes with legal, financial, and real estate teams

Support documentation, compliance, and transaction workflows

Track performance of acquired assets

Venture Capital & Investments

Support identification and assessment of potential investment opportunities

Liaise with startups, entrepreneurs, and investment partners

Assist with pitch materials and presentation preparation

General Coordination

Act as a central liaison between the executive and internal/external stakeholders

Ensure timely communication and execution of action items

Anticipate needs and proactively resolve issues before they arise

Qualifications

4–6 years of experience in an Executive Assistant or high-level coordination role

Bachelor’s degree in Business, Administration, or related field (or equivalent experience)

Strong background in managing complex, fast-paced schedules

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