Executive Assistant

Gore Mutual Insurance; Cambridge; On-site; CAD 60,000 - 80,000; Full time

Job summary

A leading insurance company is seeking an Executive Assistant to support C-suite executives with calendar management, meeting coordination, and financial tracking. The ideal candidate will have over 5 years of experience assisting upper management, a strong proficiency in Microsoft Office 365, and exceptional organizational skills. This is a vital role within a dynamic company transforming the insurance landscape in Canada. Join us to contribute to meaningful insurance solutions for Canadians.

Qualifications

• 5+ years of experience as Executive Assistant to C‑Suite.
• 5+ years of experience working with Microsoft Office 365.
• Strong attention to detail and proofreading skills.

Responsibilities

• Manage calendar and inbox for assigned C‑Suite members.
• Coordinate on/off-site meetings, including all logistics involved.
• Support financial management and budget tracking.

Skills

Calendar management

Communication skills

Organizational skills

Confidentiality

Microsoft Office 365

Financial acumen

Education

Community college degree in Administrative or Business Management

Job description

Next Horizon is here. Fueled by investments in talent and technology, our bold strategy to transform is nearly complete.

At Gore Mutual, we’ve always set ourselves apart as a modern mutual that does good. Now, we’re proudly building on that legacy to transform our company—and our industry—for the better.

Our path forward sharpens our focus on business performance, driven by leading technology, innovation and an agile, high-performing culture. With Gore Mutual and Beneva announcing their intent to merge in 2026, we’ll be uniting two well-established, financially strong, and trusted brands to become the strongest mutual insurer in Canada, ensuring Canadians have purpose-driven insurance options for generations to come. Come join us.

The Executive Assistant provides daily efficient, professional, and confidential support to the assigned C‑Suite(s) members and, in some cases, their functionally aligned VP. The Executive Assistant will drive functional synergies by providing additional administrative support to functionally aligned Executives.

What will you be doing in this role?

Accountability #1: Calendar & Inbox Management

• Calendar, Inbox Ownership and Management to assigned C‑Suits
• Calendar Ownership and Management of functionally aligned VP’s.
• Ensure all necessary information and documentation are included for all meetings.
• Ensure days, weeks, and months are streamlined, efficient and manageable.
• Responsible for preparing agendas, setting up meetings with external and internal parties.
• Support and assist functionally aligned VPs with calendar management to clear up any conflicts and assist with booking meetings.

Accountability #2: Meeting Coordination

• Manage all details for on/off‑site meetings including registration, travel, transfers, accommodation, communication, meals, equipment and meeting materials.

Accountability #3: In‑Person Meeting and Event Presence

• Attend any in‑Person Meeting or event held at both Cambridge or Toronto Office locations when presence and support is requested.
• Presence required from the start to the end of meeting or event, unless otherwise communicated.

Accountability #4: Financial Management Support

• Expense report tracking, submission, and approvals on behalf of C‑Suits and VPs
• Responsible for Admin budgeting, tracking and approvals.

Accountability #5: Communication

• Support with general function communication when necessary.

What will you need to succeed in this role?

• Community college degree in Administrative or Business Management, Communication, Project Management required or Undergraduate degree in the same field in Administrative or Business Management preferred.
• 5+ years of experience required as Executive Assistant to C‑Suite
• 5+ years of experience working with Microsoft Office 365
• 5+ years of Administration experience
• 3+ years of Expense Tracking/Submission experience
• Extensive experience with calendar and inbox management for C‑Suite Executives
• Proven organizational and strong prioritization skills.
• Ability to work under pressure and within deadlines.
• High degree of confidentiality and ability to work with sensitive and confidential matters.
• Strong attention to detail and proof‑reading
• Strong verbal and written communication skills
• Financial acumen regarding budget process and planning
• High level of diplomacy, discretion, and facilitation skills
• Experience collaborating with shareholders, Board of Directors, Executive Management, and regulators.
• Able to set own expectations and delivers above and beyond.

This posting pertains to an existing vacancy that is actively being filled.

Accessibility for applicants

Gore Mutual Insurance Company is committed to providing accommodations for people with disabilities during all phases of the recruiting process, including the application process. If you require accommodation because of a disability, we will work with you to meet your needs.

Should you request an accommodation during the interview process, please notify your Talent Acquisition Consultant.