Senior Executive Assistant

The Opportunity

Reporting to the Chief Investment Officer / Chief Legal Officer and Chief Financial Officer, this role provides confidential, proactive support by managing schedules, meetings, communications, documents, travel, expenses, and sensitive information.

What You’ll Do

• Manage complex executive calendars, priorities, meetings, and follow-ups.
• Prepare agendas, minutes, briefing materials, presentations, reports, and correspondence.
• Coordinate confidential legal, finance, governance, and corporate documents through review, approval, signature, filing, and distribution.
• Arrange travel, offsites, events, expenses, invoices, and related logistics while liaising with internal and external stakeholders.

• Identify, learn and apply new and emerging technology tools to improve how work is delivered

• Support special projects, process improvements, confidential initiatives, and other executive assigned duties

What You’ll Bring

• At least 7 years of progressive administrative experience, including 5 years supporting senior executives or C-suite leaders.
• College diploma, university degree, or equivalent experience in business, office administration, legal administration, finance, or a related field.
• Advanced Microsoft Office skills, especially Outlook, Word, Excel, and PowerPoint; document comparison and presentation experience are assets.
• Highly organized, discreet, adaptable, and detail-oriented, with strong judgement, communication, initiative, and follow-through.
• Ability to manage competing priorities independently and handle sensitive legal, financial, governance, personnel, and strategic information.
• Comfortable using AI and digital tools, including Microsoft 365 Copilot, to support daily work and improve processes.

What We Offer

• Competitive compensation and benefits
• Opportunities for leadership development and career growth
• A safe, inclusive workplace where you’re supported and appreciated
• A warm, welcoming culture inspired by our vision of making people’s lives better, driven by our mission to create happy, healthy, and meaningful lives for our residents
• Criminal Reference Check and Vulnerable Sector Screening required. Flexibility to work outside regular business hours during peak executive, Board, financial, legal, or governance periods.

Additional Requirements

• Criminal Reference Check and Vulnerable Sector Screening required. Flexibility to work outside regular business hours during peak executive, Board, financial, legal, or governance periods.

At Chartwell, we’re all about Making People’s Lives BETTER: the lives of our residents and their families, and the lives of our employees. Join an exceptional group of diverse, inspiring, and caring people who are empowered to provide personalized, human experiences for our residents and staff through the connections they make every day within our communities.

Chartwell’s commitment to diversity and inclusivity is a commitment to hiring people whose skills and abilities contribute the most to the success of the organization and who reflect the communities in which we live and work. We are an equal opportunity employer and welcome applications from a wide range of qualified candidates, including people with disabilities. If you have questions or require assistance with the application process, please email [email protected] or call 1-888-663-6448.

Chartwell may use artificial intelligence to assist in screening and assessing applicants for this position.

We thank all applicants for their interest, however, only those selected for further consideration will be contacted.