Senior Agile Delivery Advisor

Role Overview

• Empower Teams: Enable EIT teams to deliver iteratively and incrementally through value-driven delivery principles, agile practices, and continuous improvement aligned with EIT frameworks.
• Coach and Mentor: Guide teams on modern delivery principles, practices, and continuous improvement strategies.
• Facilitate Delivery: Lead planning, prioritization, manage cross-team dependencies and delivery alignment, including release sequencing, environment readiness, multi-team testing, and deployment for cohesive delivery.
• Champion Agility: Drive cultural and behavioral shifts toward agility and customer-centricity.
• Enable Self-Organization: Help technology solution delivery teams organize effectively to maximize value.
• Collaborate Across OLG: Align delivery approaches across divisions for complex, cross-functional initiatives.
• Bridge Communication: Ensure transparency between product, technology, and business teams.
• Guide Adoption: Support the transition to a product-oriented delivery model by leading change readiness assessments, develop tailored change strategies and plans, and guide teams through integration of new ways of working.
• Solve Challenges: Diagnose delivery issues and co-create tailored solutions through systems thinking, structured problem-solving, and adoption of new tools and practices.
• Partner for Success: Build and maintain strong stakeholder relationships, aligning expectations, resolving issues, and ensuring delivery outcomes are understood and supported.
• Apply Expertise: Promote knowledge sharing and learning by designing and delivering workshops, maintaining knowledge assets, and supporting team capability development.
• Influence Vendor Collaboration: Help EIT teams improve ways of working with external vendors—many of whom operate in traditional, waterfall environments—by driving transparency and agility through influence and change management.

Requirements

• Undergraduate degree in business, information technology, or related discipline.
• 5-7 years’ experience in agile delivery, release train, or similar project management experience including Scrum Master, Product Owner, Kanban Service Delivery/Request Manager, Flow Manager.
• Proven experience transforming multiple organizations from traditional project practices to iterative, value-driven delivery, including vendor relationships.
• Ability to coach and advocate at multiple levels (e.g. team members, directors, senior leadership).
• Skilled at managing organizational dynamics and navigating complex stakeholder landscapes.
• Crafting structured, compelling narratives for senior audiences and steering committees.
• Significant understanding of Agile frameworks and methodologies to coach and embed behaviours.
• A strong grasp of modern development technologies, automated testing, development lifecycles, flows and system integration patterns (Scrum, XP, Lean, Kanban, DevOps, etc.).
• The ability to apply problem-solving skills and knowledge of Information Technology systematically to a variety of complex delivery contexts.
• Working across both waterfall project management and within Agile frameworks.
• Ability to connect team-level work to broader portfolio outcomes, ensuring alignment with strategic objectives and value streams.
• Skilled at helping teams and leaders visualize work across multiple initiatives, manage capacity and sequencing, and make prioritization trade-offs.
• Able to identify systemic delivery risks, cross-team dependencies, and portfolio bottlenecks—and guide stakeholders toward adaptive solutions.
• Knowledge of Atlassian suite capabilities and understanding of integration with other systems such as GitHub, ServiceNow, TeamCity.
• Configuring Atlassian Apps, including Jira/Confluence Project workflows, screens, automation, analytics, dashboards.

Tech Stack

• ServiceNow

Benefits

• 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.