Apply

Ready to go for it?

AI Apply speeds things up—apply directly if you prefer.

FREE ACCESS
5,000–10,000 jobs/day
JobTailor Logo

See all jobs on JobTailor

Search thousands of fresh jobs every day.

Discover
  • Fresh listings
  • Fast filters
  • No subscription required
Create a free account and start exploring right away.
OLG

VP Lottery Strategy, Transformation, Customer Experience

OLG

VP overseeing Lottery Strategy, Transformation, and Customer Experience for OLG. Driving large-scale initiatives and sustaining growth in the gaming industry.

Posted 7/16/2026full-timeToronto • 🇨🇦 CanadaLeadWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in leading large-scale business and technology transformation initiatives, with a strong focus on strategic planning, performance management, and customer experience. Proven ability to build high-performing teams and drive measurable business outcomes in highly regulated environments.

Highest-signal resume keywords
Executive Leadership ExperienceBusiness Strategy DevelopmentTransformation Program ManagementPerformance Management FrameworksCustomer Experience Strategy

ATS Keywords

Tailor your resume
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Business StrategyTransformation ManagementPerformance ManagementGovernanceChange ManagementKPI EstablishmentForecastingGo-To-Market StrategyData-Driven Decision MakingPortfolio Management
Soft Skills
LeadershipStakeholder InfluenceTeam BuildingCommunicationCustomer-Centric Mindset
Certifications & Qualifications
MBA or EquivalentRelevant Professional Designation
Industry Keywords
GamingLotteryFinancial ServicesRegulatory ComplianceOrganizational ChangeConsumer InsightsVoice-of-Customer Programs

About the role

Key responsibilities & impact
  • Lead the strategic direction, transformation roadmap, and operating model evolution of OLG's Lottery business.
  • Provide executive sponsorship and governance for large-scale transformation initiatives.
  • Ensure the Lottery business is operationally, commercially, and financially prepared for transformational change.
  • Lead and align the Transformation, Strategy, Planning & Performance, and Enterprise Customer Experience teams.
  • Develop and execute the multi-year Lottery strategy, translating long-term objectives into actionable priorities.
  • Oversee the Lottery portfolio of strategic initiatives, ensuring effective prioritization and execution.
  • Shape and govern the strategic initiative portfolio by identifying and prioritizing opportunities based on business value.
  • Lead business planning, performance management, forecasting, and reporting activities.
  • Establish and monitor key performance indicators to measure transformation progress.
  • Champion a customer-centric and data-driven culture throughout the organization.
  • Lead go-to-market strategies for major Lottery initiatives.
  • Ensure compliance with regulatory, privacy, audit, and governance requirements.
  • Build and sustain a high-performing leadership team and culture.

Requirements

What you’ll need
  • University degree in Business, Commerce, Finance, Technology, Marketing, Strategy, or a related field.
  • Graduate degree (MBA or equivalent) and/or relevant professional designation(s) considered an asset.
  • Significant executive leadership experience developing and executing business strategy within complex organizations.
  • Demonstrated experience leading large-scale business and technology transformation programs, including governance, business case ownership, change management, and benefits realization.
  • Experience leading multi-year enterprise transformation programs involving technology modernization, operating model redesign, organizational change, and business readiness activities.
  • Experience building and managing portfolios of strategic initiatives and translating strategy into measurable business outcomes.
  • Experience establishing and leading business performance management frameworks including KPIs, OKRs, forecasting, and executive reporting processes.
  • Experience leading enterprise customer experience, consumer insights, or customer research functions.
  • Experience developing and implementing enterprise customer experience strategies, frameworks, and voice-of-customer programs across multiple business functions.
  • Experience developing go-to-market strategies and driving successful customer adoption of new products, services, technology platforms, or business capabilities.
  • Experience operating within highly regulated industries such as gaming, lottery, financial services, or similar environments.
  • Proven experience leading cross-functional teams and influencing senior stakeholders across large, complex organizations.

Benefits

Comp & perks
  • 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 personalized 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.