Executive Personal Assistant to UHNW CEO

Executive Personal Assistant to UHNW CEO

Full-time, Permanent

Salary: $85-90k

Downtown client requires an Executive PA to join their team. The Executive Personal Assistant to the UHNW CEO is a trusted and discreet right hand, providing high-level personal and executive support across all facets of the CEO’s life. This role demands exceptional organizational abilities, emotional intelligence, a proactive mindset, the highest level of confidentiality, and the ability to operate with precision in a fast-paced, dynamic environment. The ideal candidate is a self-starter, proactive, tech-savvy, and anticipatory — someone who excels at managing complexity, stays ten steps ahead, and brings a high-touch, detail-oriented approach to everything they do.

Responsibilities:

• Manage complex and frequently changing calendar, scheduling personal and professional commitments.
• Coordinate family schedules and in-town travel; manage school and extracurricular logistics, including sports activities and summer camp.
• Prioritize and gatekeep incoming requests for the CEO’s time and attention.
• Draft, proofread, and manage sensitive correspondence (emails, letters, briefing notes).
• Coordinate and attend high-level meetings, take notes, and follow up on action items.
• Work closely with accountants to support year-end financial reporting, assist with payroll coordination, and ensure timely submission of all required documentation.
• Manage confidential information related to business, personal finances, and legal matters.
• Coordinate domestic and international travel for both personal and business purposes, including flights, accommodations, ground transportation, and detailed itineraries.
• Plan and execute personal and corporate events, overseeing guest lists, managing event logistics, and coordinating with vendors and contract services.
• Maintain organized document and file systems, ensuring accurate record-keeping and efficient information retrieval for both personal and business needs.
• Monitor operations across multiple properties, including coordinating maintenance schedules, booking home services, managing renovations, and addressing unexpected issues.
• Oversee purchases, gifting, product returns, and ad hoc personal errands.
• Manage and oversee personal tasks, including the payment of household bills, grocery and supply orders, and monitoring expenses.
• Work closely with legal and financial advisors to maintain personal and corporate records.

Qualifications:

• Minimum 3–5 years of experience supporting a C-level executive, preferably in a UHNW or private family office setting.
• Outstanding organizational and time management skills.
• Discretion and ability to maintain absolute confidentiality.
• Self-starter, able to work independently without a lot of guidance, in a very small environment.
• Proactive, resourceful, and able to anticipate needs before they arise.
• Excellent written and verbal communication skills.
• Strong judgment and ability to make decisions independently.
• Tech-savvy with proficiency in Microsoft Office Suite and scheduling/travel apps.
• Bachelor’s degree or equivalent experience.

To apply, upload your resume and complete the required information in the “Apply For The Job” section located to the right of the posting. Alternatively, quote the position title and email your resume to: Beth; b.title@tdspersonnel.com.

If you are already registered with TDS Personnel please contact your Consultant.

TDS Personnel is an equal opportunity employer and is committed to providing employment in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. Accommodations within reason due to a disability or medical need are available on request for candidates taking part in the recruitment process.