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About the Role

We are seeking a highly capable, resilient, and adaptable Executive Assistant (EA) to provide comprehensive support to a senior global leader operating in a complex, fast-paced, and highly dynamic environment. This role requires exceptional organizational capability, sound judgment, and the ability to remain effective amid competing priorities, evolving business needs, and time-sensitive situations requiring rapid response and reprioritization. The successful candidate will serve as a trusted partner, managing complexity, enabling executive effectiveness, and ensuring seamless day-to-day operations across a global portfolio. This role is best suited for candidates who have excelled in environments where priorities shift quickly, urgent issues arise unexpectedly, and maintaining composure, discretion, and exceptional execution under pressure is essential. This is a unique opportunity to operate at the center of strategic decision-making, providing critical support to a senior global leader and their organization.

Responsibilities

Own and proactively manage a highly complex global calendar across multiple time zones
Prioritize and sequence meetings to optimize executive time and business outcomes
Anticipate scheduling conflicts and independently resolve competing demands
Rapidly adjust schedules and priorities in response to emerging business needs, urgent matters, and changing executive requirements
Manage frequent reprioritization while ensuring critical commitments remain on track
Manage a high-volume executive inbox, including triaging, drafting responses, and flagging priority items
Act as a trusted gatekeeper, ensuring timely follow-up and effective communication flow
Track key decisions, deliverables, and action items
Exercise sound judgment in identifying, escalating, and coordinating time-sensitive matters requiring immediate attention
Coordinate extensive domestic and international travel, including detailed itineraries
Manage travel in an environment where plans may change with little notice
Develop contingency plans and alternative arrangements to minimize disruption
Remain calm, resourceful, and solutions-focused when responding to unexpected changes or urgent requests
Partner with senior leaders, internal partners, and external stakeholders globally
Build strong relationships to facilitate efficient decision-making and information flow
Support preparation for key meetings, including briefing materials and follow-up activities
Coordinate sensitive and time-critical activities with discretion, professionalism, and urgency
Provide an in-office presence at the Toronto location approximately three days per week
Provide on-site executive support and coordinate logistics for in-person meetings and events

Requirements

Proven experience supporting senior executives in a global, complex environment
Experience supporting leaders in highly dynamic, operationally critical, regulated, or rapidly changing environments is strongly preferred
Exceptional calendar and inbox management skills with strong attention to detail and prioritization capabilities
Demonstrated ability to remain organized, decisive, and effective during periods of heightened activity, unexpected challenges, or urgent situations
Strong judgment, discretion, and ability to manage highly sensitive information
Proven ability to adapt quickly, reprioritize effectively, and maintain a high standard of execution under pressure
Strong problem-solving skills, risk awareness, and the ability to anticipate issues before they arise
Highly proactive, resourceful, and accountable
Calm and composed in high-pressure situations
Thrives in environments characterized by ambiguity, urgency, and rapidly changing priorities
Comfortable operating when plans change quickly and responsiveness is essential
Exercises strong judgment regarding what requires immediate escalation versus independent resolution
Resilient, adaptable, and effective when faced with unexpected challenges or disruptions
Highly reliable, responsive, and committed to excellence

Skills

Calendar Management
Inbox Management
Communication
Travel Coordination
Stakeholder Coordination
Problem-solving
Adaptability
Prioritization
Discretion
Time Management

Location

Toronto

Work Type

Hybrid
Full-time

Experience Level

Senior

About the Company

At Sun Life, we're driven by our Purpose: helping our Clients achieve lifetime financial security and live healthier lives. Our values shape how we work: caring, authentic, bold, inspiring, and impactful.
We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you.

Equal Opportunity

Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.
Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to thebrightside@sunlife.com.