Exec Assistant Jobs in Ontario (NOW HIRING)

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.

Job Description:

Executive Assistant (Global Senior Leader Support)

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.

What will you do?

Executive & Calendar Management

• 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

Inbox & Communication Management

• 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

Travel & Logistics

• 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

Stakeholder Coordination

• 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

In-Person Support

• 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

What You Bring

• 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

Personal Attributes

• 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

Working Model

• Hybrid role with approximately three days per week in-office (Toronto)

• Flexibility required to support global schedules and time zones, including occasional early mornings or late evenings

• Ability to respond effectively to evolving priorities and urgent business needs when required

When a new position becomes available which matches your background and experience, the base pay range will be disclosed and correspond to the opportunity Sun Life will consider you for.

In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results.

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.

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.

We may use artificial intelligence to support candidate sourcing, screening, interview scheduling.

We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.

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