Executive Assistant

You are as unique as your background, experience and point of view. Here, you’ll be encouraged, empowered and challenged to be your best self.

You'll work with dynamic colleagues - experts in their fields - who are eager to share their knowledge with you. Your leaders will inspire and help you reach your potential and soar to new heights. Every day, you'll have new and exciting opportunities to make life brighter for our Clients - who are at the heart of everything we do. 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. When you join Sun Life, you'll work with passionate colleagues and empowering leaders who support your growth and celebrate your contributions, so you can make a meaningful difference in our Clients' lives. Discover how you can make a difference in the lives of individuals, families and communities around the world.

Overview 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.

• 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

• 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…