We’re hiring an Executive Assistant to support a Founder/CEO operating across multiple businesses and investments.

This role requires someone who is proactive, detail-oriented, and comfortable taking full ownership of outcomes. You’ll be trusted with sensitive information and expected to operate at a very high standard.

What You’ll Do

- Manage inbox, calendar, meetings, and executive communications
- Coordinate complex business and personal travel, including detailed itineraries
- Execute strategic calendar planning that balances business priorities, personal commitments, and key relationships
- Oversee office operations, host visitors, and ensure meeting spaces are prepared to a high standard
- Plan and coordinate business meetings, events, and select social engagements




- Track expenses and maintain administrative systems and processes
- Act as a trusted extension of the CEO across daily operations

What We’re Looking For
- Proven experience supporting senior executives in fast-paced environments
- Strong organizational skills with exceptional attention to detail
- Ability to manage both business and personal priorities with discretion
- Comfort operating autonomously and making sound judgment calls
- Experience in private equity, family office, finance, real estate, startups, or founder-led companies is a robust plus
- Tech-savvy and systems-oriented mindset

📌 Executive Assistant (Toronto)
🏢 Jagger
📍 Toronto