Director Contract Management

Salary Range

$144,000 - $188,400

We are ready to take this game to the next level and need someone passionate to provide oversight and effective leadership in the management of a portfolio of complex lottery contracts and contract management-related activities through the contract lifecycle, including, from procurement to contract negotiation and execution, implementation, go-live and transition to Operations.

• Provide strategic leadership throughout the full contract and RFP lifecycle, including requirements gathering, negotiations, execution, and ongoing support for business owners.
• Oversee processes, tools, templates and governance structures to ensure all contract obligations, changes, deliverables and provider onboarding/transition activities are tracked, executed and compliant.
• Monitor project schedules and milestones to align system integration and delivery work with contractual tasks, while identifying risks, issues and opportunities.
• Lead assurance activities, reporting and communications across OLG to keep leaders informed on status, priorities, risks and contract‑related decisions.
• Guide the resolution of complex contract issues and disputes, working with business owners, leadership and legal to interpret terms and determine next steps.
• Provide overall direction for contract management activities, with the flexibility to define roles, responsibilities and expectations as the function grows.
• Offer guidance and coaching on day‑to‑day contract management work, with the potential to support and mentor team members as the team evolves.

• University or College degree/diploma in accounting, business, finance, law, information technology or engineering
• 10 years of experience in a complex contracts management role managing strategic contracts (i.e. contracts, compliance, risk and audit, enterprise risk management, legal and/or relevant industry experience)
• 3-5 years of experience managing contracts for systems integration projects
• 5 years leading people and teams
• Experience in a public sector regulatory environment is preferred

• Advanced knowledge of contract management techniques and understanding of specific businesses and legal tasks/activities with broad management skills to oversee aspects of contractual relationships within OLG (e.g., contract execution, performance monitoring, trends and best practices, etc.)
• Understanding of general management and project management including budgeting, strategy, communications and people management
• Understanding of systems integration projects and development methodologies including waterfall and agile
• Strong leadership, communication and relationship‑management skills, with a proven ability to solve problems and maintain a high level of attention to detail.

• Group Benefits Plan: Eligible employees and dependents have access to comprehensive, employer‑paid group benefits coverage (permanent employees only).
• Public Service Pension Plan: Participation in a highly desirable defined benefit pension plan.
• Variable Pay Program: Participation in a performance‑based incentive plan that recognizes organizational and individual achievements (permanent employees only).
• Paid Time-Off: Competitive paid time‑off provisions to support work‑life balance and well‑being.
• Growth Focus: Become your best self with access to new opportunities and personalised support programs.
• Comprehensive Learning: 24/7 access to robust online learning programs.
• 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 March 8, 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…