Position Title: Executive Assistant

Status: Full-time/Permanent

Reports to: Deputy Commissioner and Chief Financial Officer

Location: Toronto, ON (Hybrid)

Application Deadline: October 30, 2026

Company Descripton The Canadian Football League is Canada's home for professional football. With over a century of rich history and nine member teams across the nation, the CFL provides world-class entertainment and excitement to a passionate and dedicated fan base. A season-long journey of unforgettable moments and must-see-TV broadcasts culminates in Canada’s largest single-day sporting event – the Grey Cup, where the newly crowned champions earn the right to hoist the iconic emblem of Canadian football.

The CFL is dedicated to entertaining fans in Canada and abroad. The league pursues that goal through a continuing commitment to modernize and elevate both the game and the business. The CFL is transforming its digital ecosystem and maximizing fan engagement through captivating content, data analytics, personalized marketing, and more.

Just as important as its industry-leading operations, the CFL proudly champions the values on which Canada was built – unity, diversity, inclusion, strength, and service to the community. The league is supportive of all peoples, cultures, and backgrounds, offering a respectful and inclusive working and playing environment, centered on acceptance and understanding. The CFL's successes are measured not only on the field and within its ranks, but also in its unparalleled impact in affecting positive change and bettering Canadian communities and lives.

Position Summary

We are seeking a highly organized, proactive, and detail-oriented Executive Assistant to provide dedicated support to our Deputy Commissioner and our Chief Financial Officer. The incumbent is a critical thinker and exceptional communicator with the ability to manage complex schedules, coordinate cross-functional initiatives, and ensure smooth day-to-day operations in a fast-paced environment. Confidentiality and discretion are paramount, as this individual will regularly handle sensitive information related to financial matters, football operations, strategic planning, and organizational priorities.

A natural relationship builder and collaborator, the successful candidate works efficiently and effectively across multiple stakeholders, anticipating needs, managing competing priorities, and facilitating seamless communication and coordination.



This is a unique opportunity to work closely with senior leadership as part of an exceptional team in a dynamic and growing sports environment.

Key Responsbilities

- Executive Support: Provide high-level administrative support to both executives, including calendar management, travel coordination, expense reporting, email communication, and meeting preparation. Actively identify opportunities to reduce administrative burden, improve organization and advance priorities within minimal specific instruction.
- Calendar &
- Priority Management: Own and coordinate complex calendars for both executives; prioritize requests, resolve conflicts, recommend trade-offs, and ensure each executive is prepared for upcoming commitments.
- Meeting Coordination &
- Follow Through: Schedule and support internal and external meetings; prepare agendas and materials, record decisions and action items, assign and track follow-ups, and help maintain momentum after meetings.
- Executive Communications &
- Stakeholder Liaison: Serve as a professional and responsive point of contact for both executives. Triage inquiries, draft correspondence, route requests, and facilitate clear communication with internal teams, Clubs, partners, and other stakeholders.
- Confidentiality &
- Discretion: Handle sensitive information with the highest level of confidentiality and professionalism.
- Document &
- Presentation Preparation: Draft, edit, proofread, and format reports, presentations, correspondence, briefing materials, and other executive-level documents with a high degree of accuracy and judgment..
- Project &
- Operational Coordination: Support special projects and cross-functional initiatives across football operations and finance; develop workplans, gather information, monitor deadlines and dependencies, and escalate risks or decisions when required..
- Travel, Expenses &
- Logistics Management: Coordinate travel arrangements, itineraries, accommodations, expenses, and logistics for League meetings, events, Club visits, and other business activities.
- Team &
- Event Support: Work in partnership with Football Operations, Finance, and other League Office teams to support departmental meetings, events, and business priorities.

Qualifications &

- Skills





- Minimum 3+ years of progressively responsible experience as an Executive Assistant reporting to a C-level executive.
- Post-secondary degree / diploma or equivalent work experience.
- Demonstrated ability to anticipate needs, take initiative, work autonomously, and move work forward with limited direction.
- Exceptional organization and calendar-management skills, with the judgment to balance competing priorities for two executives.
- Strong critical-thinking, problem-solving, and decision-making skills, including the ability to assess urgency, risk, and appropriate next steps.
- Excellent written and verbal communication, proofreading, meeting documentation, and follow-up skills.
- Highly discreet and dependable, with experience handling confidential and sensitive information.
- Advanced proficiency in Microsoft Outlook, Word, PowerPoint, and Excel; comfort learning and using other productivity and collaboration tools.

Expected Compensation The expected compensation range for this position is $65,000 - $75,000, which includes base pay plus bonuses and variable incentive pay, if eligible. This range represents a good faith estimate for this position and should serve simply as a guide. The specific compensation offered may vary based on factors such as candidate experience, skills, budget, location.

Other Considerations

Hybrid Model: The incumbent will be required to attend the office in accordance with the CFL Hybrid Work Policy. In addition, you are required to attend meetings and other business events at the office or other venues as business needs dictate.

Work Schedule: Due to the nature of the business and roles supported, the incumbent must be available to work occasional evenings, weekends and holidays, as required.

Travel: Domestic travel may be required.

Contact To be considered for this opportunity, please submit your cover letter and resume.

The Canadian Football League is an equal opportunity employer, and we are working to create a more diverse and inclusive work setting. We welcome applications from traditionally underrepresented groups such as women, visible minorities, Indigenous peoples, people living with disabilities and people identifying as LGBTQ2S+.

We thank all applicants for their interest, however, only those selected for an interview will be contacted. The CFL may use artificial intelligence to screen, assess, and/or select applicants for an interview.

For additional information on the Canadian Football League, please visit our website at www.cfl.ca.

📌 Executive Assistant (Toronto)
🏢 Canadian Football League
📍 Toronto