Senior Technology Program Delivery Manager

OLG

Senior Technology Program Delivery Manager at OLG leading enterprise cybersecurity programs and initiatives. Driving strategic program leadership and cyber risk management in a regulated environment.

Posted 6/20/2026full-timeToronto • 🇨🇦 CanadaSenior💰 CA$95,200 - CA$142,800 per yearWebsite

Tech Stack

Tools & technologies

Cyber Security

About the role

Key responsibilities & impact

Lead delivery of the Cybersecurity roadmap for the enterprise information technology line of business and ensure achievement of strategic initiatives, control uplift targets, and annual OKRs.
Embed secure-by-design practices into digital products, platforms, and initiatives by partnering with product, engineering, architecture, and operations teams from planning through implementation.
Translate cybersecurity strategy into executable programs, business cases, delivery plans, and measurable outcomes that align with enterprise risk appetite and regulatory expectations.
Lead cross-functional delivery of cybersecurity initiatives such as vulnerability reduction, identity and access improvements, security tooling enhancements, secure development enablement, and control remediation.
Assess cyber risks, delivery risks, and control gaps; prioritize remediation activities; and coordinate action plans to improve security posture across the digital environment.
Partner with governance, risk, compliance, privacy, legal, and audit stakeholders to support regulatory readiness, audit response, policy alignment, and evidence-based control management.
Develop executive-ready reporting, dashboards, and status updates that communicate cyber program progress, risk trends, dependencies, and decision points to leadership.
Support implementation of cybersecurity awareness and role-based enablement initiatives by ensuring training, procedures, and ways of working are integrated into operational workflows.
Act as a primary liaison between cybersecurity, digital, and technology teams to align priorities, manage dependencies, and accelerate the adoption of security capabilities and controls.
Use threat, incident, control, and operational insights to inform program direction, continuous improvement opportunities, and investment recommendations.
Represent OLG in internal and external forums as required, contributing to cybersecurity governance discussions, industry collaboration, and best practice advancement.
Serve as a delivery leader for cybersecurity initiatives in a regulated environment, balancing business enablement, resilience, compliance, and risk reduction outcomes.

Requirements

What you’ll need

Minimum 5 to 7 years’ experience in program delivery and education, product management, within technology platforms or highly regulated environments.
Experience in public sector gaming, with exposure to responsible / safer gambling principles, is considered an asset.
Proven ability to deliver measurable program impacts in a complex, multi-stakeholder matrix organization.
Familiarity in risk assessment methodologies, compliance issue resolution, and governance frameworks.
Experience program delivery and marketing, including role-specific learning for diverse teams.
Familiarity with technology-enabled solutions and digital product development processes.
Exposure to industry engagement, including conferences, panels, and collaboration with external partners.

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.

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Hard Skills & Tools

cybersecurityrisk assessmentprogram deliveryvulnerability reductionidentity and access managementsecure developmentcontrol remediationcompliance issue resolutiondigital product developmentgovernance frameworks

Soft Skills

leadershipcommunicationcollaborationstrategic thinkingproblem-solvingstakeholder managementreportingtrainingadaptabilitydecision making