Location: Hybrid (Remote work with in-person activities at owners’ properties as needed)
Reports To: Confidential Clients

Reimagine Work, on behalf of an entrepreneurial couple, is looking for a skilled Executive / Personal Assistant to deliver day-to-day support for their personal and professional lives. The successful candidate will be a natural at managing dynamic, competing priorities while maintaining professionalism. 

About the Clients

Our clients have ties to a network of professionals in finance, legal, construction, and business development. While transitioning to focus more on personal interests, they remain engaged in their professional and philanthropic activities.

This role offers an opportunity to support a respected couple, working closely with their trusted team to provide assistance in multiple aspects of their lives.

Key Responsibilities

Executive and Administrative Support

• Manage multiple schedules and travel arrangements

• Organize and maintain digital records, including expense tracking (QuickBooks), email management (Apple/Gmail), and service provider files (Google Docs)

• Develop and maintain process documentation to ensure seamless execution of projects, travel, and property management tasks

• Track and manage information for contracts, billing, and renewals 

Property, Project, and Travel Administration

• Coordinate vendors and service providers for property and special projects at multiple locations

• Maintain and organize contracts, billing, and contacts to ensure efficiency and accuracy

• Collaborate with financial professionals to manage expenses, allocations, and payments

• Provide prompt researched information or summaries as required 

Proactive Problem-Solving and Support

• Coordinate travel changes, unexpected scheduling needs, and time-sensitive requests

• Anticipate client needs and address them promptly

Qualifications

• Experience providing executive-level support

• Proven ability to maintain appropriate confidentiality and discretion in all matters

• Organizational and time-management skills with attention to detail

• Professional written and verbal communication skills

• Proficiency in Google Docs, QuickBooks, Apple iOS (iCal, Contacts, Mail, etc.), and others

• Proactive, resourceful mindset and ability to manage competing priorities with minimal supervision

• Personable and relationship-oriented

How to Apply

If you have a proven track record of providing exceptional support to busy individuals in more complex environments and thrive on discretion, professionalism, and building long-term relationships, we’d love to hear from you.

Please submit your resume and a brief cover letter outlining your qualifications and what drew you to this role to Reimagine Work at careers@reimaginework.ca.