Senior Executive Assistant Job at Randstad (North York)

Senior Executive Assistant

Randstad

Location:
Canada , North York

Category:
Office Administration

Contract Type:
Not provided

Salary:

115000.00 - 125000.00 USD / Year

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Job Description:

Are you an experienced professional in business administration looking for a unique and highly rewarding role? As a global leader in talent solutions, Randstad connects top talent with exceptional opportunities. Our recruiters are experts in their fields, and we are currently seeking a highly organized, proactive Executive Assistant for a prestigious Family Office located in North York, ON. In this highly specialized business administration role, you will be the backbone of daily operations, providing comprehensive support that encompasses executive assistance, personal assistance, and office management for a small, dedicated team. This is an unparalleled opportunity to work in a relaxed, slower-paced environment while making a significant impact on the lives and businesses of the executives you support. ... As an Executive Assistant, your role in business administration will require you to wear multiple hats seamlessly. You will act as the primary liaison between the executives and external stakeholders, meticulously manage complex schedules, and oversee both corporate and household accounts. The ideal candidate is someone who naturally takes initiative, builds robust internal systems and fail-safes, and ensures that no detail—no matter how small—slips through the cracks. Whether you are reconciling credit cards, arranging private aviation, organizing tax schedules, or ensuring the office is perfectly maintained, your expertise in business administration will be critical to the family's success. You will be trusted to implement better checklists, strategically review invoices, and eventually make high-level decisions to streamline operations. While this role operates primarily in English to support the executives and coordinate with various property managers and service providers, we always recognize and value candidates with bilingual proficiencies. In the diverse field of business administration, having a command of both English and French is always considered a strong asset, even if it is not a strict daily requirement for this specific North York location.

Job Responsibility:

Provide comprehensive business administration support to senior executives, preparing correspondence and managing confidential information
Co-ordinate executives' schedules, appointments, reservations, and complex travel arrangements including private aviation and ground transport
Collect, track, assemble, and submit executives' corporate expenses
Manage new hires and coordinate onboarding information with HR
Organize and multi-task various personal requests, managing personal travel and family affairs on behalf of the executives
Manage and process personal invoices for multiple properties, including utilities, property taxes, maintenance, and repairs
Reconcile credit card payments using accounting software and manage all banking, wire transfers, and international currencies
Assist in the yearly collection of personal tax filing information, creating medical, vehicle, and donation schedules
Oversee daily office upkeep, ensuring adequate office, kitchen, and bathroom supplies are stocked
Manage maintenance contracts, coordinating with cleaners, security services, landscaping, and part-time staff

Requirements:

Advanced proficiency in Microsoft Excel and accounting software such as Quickbooks or Quicken
Exceptional organizational skills with the ability to create foolproof systems and internal checklists
Strategic mindset with the initiative to question processes, review invoices critically, and suggest system improvements
Strong basic accounting and bookkeeping capabilities
Excellent interpersonal skills
sociable, conversational, and comfortable interacting with high-net-worth individuals and family members
High-level multitasking abilities tailored for a multifaceted business administration environment
A trustworthy and proactive nature, allowing executives to hand off tasks with complete peace of mind
7 to 10 years of proven experience as an Executive Assistant, Personal Assistant, or Office Manager
Previous experience supporting High-Net-Worth (HNW) individuals or working within a Family Office is highly preferred
Willingness and availability to be reached via phone, text, or email on weekends for urgent personal matters or travel emergencies
In-office presence required 5 days a week in North York
Successful completion of a criminal background check, credit check, and reference verification

Nice to have:

Additional paid time off during the winter school holiday break (mid-December to early January) that does not count against vacation time
Occasional flexibility to work from home on summer Fridays when executives are away
Bilingual proficiencies (English and French)

What we offer:

Highly competitive base salary
Annual discretionary bonus of 10% of the base salary
3 weeks of standard vacation time
Additional paid time off during the winter school holiday break (mid-December to early January) that does not count against vacation time
Comprehensive benefits package with a negotiable three-month probationary period
A relaxed, slower-paced, and welcoming office environment in North York
Occasional flexibility to work from home on summer Fridays when executives are away

Additional Information:

Job Posted:
May 16, 2026

Expiration:
June 28, 2026

Employment Type:

Fulltime

Work Type:

On-site work

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