Position Term: Permanent, Full Time

Level: 14

Salary: Min: $160,293 to Max: $205,296

Location: Head Office, Toronto iGaming Ontario leads the Province of Ontario’s dynamic internet gaming (igaming) market that, in its third year generated $83 billion in total wagers, a 31% increase over the previous year. This resulted in $3.2 billion in total gaming revenue from over 80 gaming sites. Even more, Ontario’s igaming market sustained almost 15,000 full-time equivalent jobs across the province.

iGaming Ontario is seeking a Chief of Staff and Head of Strategy to serve as a trusted partner, strategic advisor, and force multiplier to the President and CEO. This high-impact leadership role sits at the centre of the organization, helping translate the CEO’s vision into action and strengthen governance, alignment and coordination across the enterprise.

The role leads the Office of the CEO and is responsible for the development, execution, monitoring, and refinement of corporate strategic and business plans, while also overseeing the agency’s strategic communications function. The Chief of Staff also manages the organization’s non-Board corporate governance framework and oversees critical enabling functions, including government relations, to support organizational priorities and long-term success.

Reporting To The President And CEO You Will

- Serve as a trusted strategic advisor and day-to-day partner to the President and CEO, helping focus executive attention, surface emerging issues, and translate priorities into transparent action.
- Lead the Office of the CEO, ensuring effective executive operations, governance processes, briefing materials, and coordinated follow-through across senior leadership.
- Drive iGaming Ontario’s strategic planning, business planning,



annual reporting, enterprise performance measurement, and project-management functions.
- Lead iGaming Ontario’s relationship with government partners on policy, oversight, financial, and strategic matters.
- Provide strategic leadership for internal and external communications, including executive communications, stakeholder messaging, issues management, and CEO profile-building.
- Foster alignment across the Executive Committee, Senior Leadership Team, and key governance forums to support informed decision-making, accountability, and delivery of corporate priorities.

The Ideal Candidate Will Have

- Master’s degree in Public Policy, Political Science, Law, Economics, Business Administration, or an equivalent combination of education, training, and experience.
- Senior-level experience leading strategic planning, business planning, and performance measurement frameworks that translate priorities into clear goals, measures, and results.
- Strong strategic communications background, including executive communications, issues management, and the ability to shape clear narratives for internal and external audiences.
- Highly developed leadership, organizational, and relationship-management skills, with the ability to influence peers, align teams, and support effective decision-making.
- High degree of political acuity, sound judgment, and discretion,



with experience navigating complex public-sector, regulatory, and stakeholder environments.
- Proven ability to provide clear, candid advice to senior executives, balancing constructive challenge with trust, judgment, and alignment to organizational priorities.
- Familiarity with the gaming industry, including casino gambling and sports wagering, is an asset.

The posting for this position is for an existing vacancy. The successful candidate must be eligible to work in Canada and will be subject to a criminal background check.

iGaming Ontario has implemented a full return to office, this position is expected to work in office 5 days a week.

At IGaming Ontario, We Offer

- A comprehensive benefits program that includes dental, vision and drug coverage.
- Defined-benefit pension plan.
- Wellbeing account to support your mental, physical, and social wellbeing.

- Access to mental health benefits, free counselling, and support services.
- Professional development reimbursement.
- Paid volunteer time off.
- Paid parental leave top up.

iGaming Ontario is an equal opportunity employer that encourages all qualified candidates to apply. As an organization shaping the future of igaming in Ontario and beyond, our success is built on curiosity, open dialogue, and freedom of thought.

We strive to foster a culture where every team member feels empowered to challenge assumptions, explore new ideas, and create opportunities for innovation in our sector. We invite you to share how your own unique background, expertise and ideas would enrich our team.

Disability related accommodation is available upon request during the recruitment process, please contact [email protected].

📌 Chief of Staff and Head of Strategy (Toronto)
🏢 iGaming Ontario
📍 Toronto