Personal Executive Assistant to Founder
1 week ago
Position:
Personal Executive Assistant to Founder & Philanthropist
Location
: Toronto, ON (On-Site)
Salary:
Competitive annual salary + bonus + full benefits + 3 weeks of vacation
Job Type:
Permanent
About the Role:
We are seeking an exceptional
Personal Executive Assistant
to provide high-level support to a distinguished Founder and Philanthropist whose interests span business, philanthropy, and personal investments.
This role goes far beyond traditional administrative support — it requires a professional with Chief of Staff sensibilities: someone who can think strategically, manage complexity, and act as a trusted extension of the Founder's office. You'll work closely with a small, collaborative Executive Support Team to ensure priorities are anticipated, communication flows seamlessly, and both professional and personal commitments are executed with excellence.
This is an ideal opportunity for a poised, intuitive individual who thrives in a dynamic environment and finds fulfillment in bringing structure, foresight, and calm to the day of a visionary leader.
What You'll Do:
Serve as a strategic and operational partner to the Founder, providing comprehensive support across professional, philanthropic, and personal activities.
Manage complex calendars, correspondence, travel, and logistics with impeccable attention to detail.
Anticipate needs and proactively create systems that streamline decision-making and day-to-day flow.
Liaise with philanthropic partners, business leaders, and household staff with professionalism and discretion.
Coordinate and execute special projects, events, and initiatives in collaboration with the broader team.
Maintain oversight of priorities and timelines to ensure key objectives are achieved.
Provide after-hours support when required, demonstrating flexibility and dedication.
About You:
5+ years of experience supporting a senior executive, entrepreneur, or principal within a family office, private wealth, or high-growth environment.
Strong business acumen and the ability to grasp complex initiatives and priorities.
Naturally anticipatory, organized, and detail-oriented, with a calm and confident demeanor.
Emotionally intelligent and relationship-driven, able to interact comfortably with individuals at all levels.
Tech-savvy, adaptable, and comfortable navigating both structured systems and unstructured environments.
Flexible to provide after-hours or travel-related support as needed.
Must have a valid driver's license and access to a reliable vehicle, as occasional travel between residences, offices, and event locations will be required.
Why This Role:
This is a rare opportunity to support a visionary Founder whose work blends business leadership with meaningful philanthropic impact. You'll play a central role in enabling their success—combining strategic partnership with hands-on execution.
If you're a seasoned Executive Assistant ready to step into a role that operates at a Chief of Staff level—balancing thought partnership, judgment, and service—this position offers an unparalleled chance to make a lasting impact within a trusted, values-driven environment.
If interested, please apply directly and send a Word version of your resume to
REFER A PERM HIRE AND EARN UP TO $1,000
For more details, click here.
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