Position Overview

We are seeking a highly organized, proactive, and discreet Executive Assistant to support two owners in a family business across both business and personal matters. This full-time, in-person role requires exceptional judgment, strong prioritization skills, and the ability to manage confidential information, and day-to-day operations with professionalism and efficiency.

The ideal candidate thrives in a fast-paced environment, anticipates needs, and serves as a trusted partner who enables the owners to focus on high-level priorities.

Key Responsibilities

- Support business operations, including document preparation, research, meeting notes, and follow-up actions

- Organize and maintain confidential files, records, and information with the highest level of discretion

- Plan and coordinate events, dinners, and special projects (business and personal)

- Handle personal errands, appointments, household coordination, and lifestyle management

- Serve as a primary point of contact and liaison with internal teams, external partners, vendors, and service providers

- Anticipate needs, solve problems independently, and proactively manage competing priorities

- Perform other administrative and support duties as assigned

Qualifications

- Proven experience as an Executive Assistant, Personal Assistant, or in a similar high-level support role (preferably supporting C-level executives or principals)

- Exceptional organizational, time-management, and multitasking abilities

- Outstanding written and verbal communication skills





- High degree of professionalism, discretion, and integrity when handling sensitive information

- Strong problem-solving skills and the ability to work independently with minimal supervision

- Proficiency with calendar tools, email platforms, Microsoft Office/Google Workspace, and common productivity applications

- Flexibility and willingness to adapt to changing priorities and occasional after-hours or weekend needs

- Reliable transportation and ability to work in office daily

Preferred Qualifications

- Experience supporting multiple principals or working in a family-office or entrepreneurial environment

- Background handling both professional and personal/lifestyle support

- Familiarity with travel booking, event planning, and vendor management

- Prior experience in a fast-paced small business or start-up setting

What We Offer

- Competitive salary commensurate with experience

- Opportunity to work closely with engaged, driven owners in a energetic environment

- Professional growth and the chance to take on meaningful responsibility

This is an in-person role requiring daily presence in the office environment.

To apply, please submit your resume along with a brief cover letter outlining your relevant experience and why you are a strong fit for this dual business-and-personal support role.

Pay: $70,000.00-$100,000.00 per year

Benefits:

- Company events
- Company pension
- Dental care
- Extended health care
- Life insurance
- On-site gym
- In office parking
- RRSP match

Work Location: In person

📌 Executive Assistant to the Owners (Canada)
🏢 Design Properties
📍 Canada