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Added 28 mins ago
Assistant Condominium Manager
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Full-time
…modified 4.5 day work week. We have a comprehensive benefits program inclusive of a Health Spending Account, Workperks, and more! Most importantly, we are committed to empowering,…
Added 44 mins ago
Executive Assistant
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Full-time
…and helping leaders operate at their best. As an Executive Assistant, you will play a critical role in supporting senior leaders by managing priorities, coordinating complex schedules,…
Added 44 mins ago
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OLG

Executive Assistant

Toronto, ON, Canada
York Mills Office, Canada

Job type: Full-time
Apply by: Oct 7, 2026
Experience: Minimum 3 years of experience in an Executive Assistant, Administrative Assistant, Legal Assistant, Office Manager, or similar administrative support role.
Posting language: English
Posted: Sep 22, 2026

Apply About employer

Applications open in a new tab.

Original job description

Range:

53,600.00 - 80,400.00 CAD

Job Description:

Executive Assistant

We are ready to take this game to the next level and need someone passionate about providing exceptional executive support and helping leaders operate at their best. As an Executive Assistant, you will play a critical role in supporting senior leaders by managing priorities, coordinating complex schedules, facilitating effective communication, and ensuring day-to-day operations run smoothly. This role is ideal for a highly organized, confident, and personable professional who thrives in a fast-paced environment and enjoys building strong relationships across all levels of an organization.

YOUR ROLE IN THE GAME

Reporting to the Chief Lottery Officer, you will be empowered to:

Manage and coordinate complex executive calendars, meetings, and schedules while proactively resolving conflicts and competing priorities.
Organize and prepare meeting materials, agendas, briefing packages, and supporting documentation to ensure leaders are fully prepared for meetings and events.
Manage incoming communications, including emails, phone calls, and inquiries, prioritizing matters appropriately and escalating urgent issues when required.
Provide administrative support on a variety of requests and initiatives, ensuring timely and accurate execution.
Prepare correspondence, presentations, reports, spreadsheets, and other business documents for internal and external stakeholders.
Coordinate departmental and divisional meetings, events, and team activities while managing all associated logistics.
Arrange executive travel and process travel-related expenses in accordance with corporate policies and procedures.
Prepare, track, and submit expense reports while ensuring accuracy, completeness, and compliance with expense directives.
Coordinate invoice processing and work closely with Finance to ensure timely payment and resolution of discrepancies.
Maintain filing systems, records, and archives in accordance with records management requirements and support operational onboarding activities for new team members.

WHAT YOU BRING TO THE GAME

Education & Experience:

University degree, college diploma, or equivalent combination of education and experience.
Minimum 3 years of experience in an Executive Assistant, Administrative Assistant, Legal Assistant, Office Manager, or similar administrative support role.
Experience supporting senior leaders and managing confidential or sensitive information.
Experience coordinating complex calendars, meetings, travel arrangements, expense reporting, and executive correspondence.
Experience working in a professional, corporate, legal, or other fast-paced environment.
Legal office, professional services, or executive support experience is considered an asset.
Advanced proficiency with Microsoft Office applications, including Outlook, Word, Excel, PowerPoint, and Teams.

Relevant Skills:

Exceptional organizational and time management skills with the ability to manage multiple priorities and deadlines.
Strong multitasking abilities and the capacity to work effectively in a fast-paced environment.
Excellent attention to detail and commitment to accuracy.
Strong written and verbal communication skills with the ability to interact professionally at all levels of the organization.
Confident, personable, and professional approach to building relationships with internal and external stakeholders.
Strong judgment, discretion, and ability to handle sensitive and confidential information.
Proactive self-starter with the ability to anticipate needs, solve problems, and take initiative.
Strong planning, coordination, and execution skills with the ability to manage competing demands.
Collaborative and relationship-focused mindset with a commitment to delivering exceptional support.
Ability to adapt quickly to changing priorities while maintaining a high level of professionalism and service excellence.

BENEFITS OF JOINING THE WINNING TEAM

Group Benefits Plan: Comprehensive, employer-paid group benefits coverage.
Variable Pay Program: Participation in a performance-based incentive plan that recognizes organizational and individual achievements.
Public Service Pension Plan: Participation in a highly desirable defined benefit pension plan.
Paid Time-Off: Competitive paid time-off provisions to support work-life balance and well-being.
Growth Focus: Become your best self with comprehensive support for your professional development.
Equity, diversity, and inclusion: Core to OLG’s culture, empowering employees to bring their authentic selves and make a meaningful impact across Ontario.

To learn more about our organization and other opportunities visit our career site.

We look forward to hearing from you, interested applicants please apply online by October 6, 2026.

Please Note: Unless otherwise specified, all positions are required to work fully onsite.

OLG is an equal opportunity employer. We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. Please contact Human Resources at [email protected] if you require accommodation at any time throughout the hire process.

We welcome applicants from all backgrounds and experiences. If you bring relevant skills and a willingness to learn, we encourage you to apply - even if you don’t meet every listed qualification. We sincerely appreciate your interest; while we are unable to contact everyone, those selected for the next steps will be notified.

We thank you for your interest in this opportunity; however only those individuals selected for an interview will be contacted.

Personal information is collected by the Ontario Lottery & Gaming Corporation (OLG) and/or its third party service provider(s) under the authority of the Ontario Lottery and Gaming Corporation Act, 1999, SO 1999, c 12, Sch L and the Employment Standards Act, 2000, S.O. 2000, c. 41 (as amended) and will be used for the purpose of determining qualifications for employment with OLG and for recruitment modernization initiatives. The information will be managed in accordance with all applicable laws, OLG’s Protection of Privacy Policy (the Policy) and related policies and procedures. For any questions about this collection, please contact [email protected], 800-70 Foster Drive, Sault Ste. Marie, ON, P6A 6V2.

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More about this job

Responsibilities

The Executive Assistant will manage complex calendars, coordinate meetings, and handle travel arrangements for senior leaders. They will also prepare business documentation, manage communications, and ensure smooth day-to-day operations.

Requirements

Candidates must have at least 3 years of administrative support experience and a university degree or college diploma. Proficiency in Microsoft Office and the ability to handle sensitive information with discretion are required.

Skills

Executive support
Calendar management
Meeting coordination
Travel arrangements
Expense reporting
Communication
Organizational skills
Time management
Multitasking
Attention to detail
Microsoft Office
Outlook
Word
Excel
PowerPoint
Teams

Benefits

Group benefits plan
Performance-based incentive plan
Defined benefit pension plan
Paid time-off
Professional development support

Visa sponsorship

Not detected in the job text

Keywords

Executive Assistant
Administrative Support
Calendar Management
Expense Reporting
Microsoft Office
Outlook
Word
Excel
PowerPoint
Teams
Records Management
Stakeholder Management
Confidentiality
Logistics
Professional Services
Corporate Environment
Time Management
Communication Skills
Project Coordination
Operational Support

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