About

Required Skills

• 10+ years' experience leading large-scale enterprise technology portfolio transformations, with demonstrated success in managing multiple concurrent initiatives across cloud infrastructure, data platforms, and enterprise system implementations
• 10+ years' experience managing complex vendor relationships and strategic consulting partnerships in high-visibility government or regulated environments requiring rigorous governance and stakeholder coordination
• Deep expertise in portfolio management methodologies, enterprise architecture frameworks, and technology modernization strategies with proven ability to navigate complex organizational and technical dependencies
• Proven track record managing technology portfolios with multiple interdependent workstreams, complex integration requirements, and competing stakeholder priorities in public sector environments
• Experience with modern delivery methodologies including Agile, DevOps, and scaled framework implementations across enterprise technology initiatives

Responsibilities

• Strategic Portfolio Leadership
• Develop and execute portfolio strategy aligned to the Enterprise Technology roadmap and organizational objectives
• Lead governance across initiatives including cloud transformation, data platform migration, digital procurement solutions, and enterprise security programs
• Drive alignment between technical delivery and business outcomes
• Build and maintain executive-level stakeholder relationships across Supply Ontario, OPS ministries, and the broader public sector
• Technology Delivery Office (TDO) Leadership
• Lead the continued evolution and maturation of the Technology Delivery Office (TDO) as the central portfolio and delivery function for Enterprise Technology
• Establish and operationalize TDO governance, intake, prioritization, and delivery frameworks
• Define and maintain the Enterprise Technology service catalogue and intake-to-delivery lifecycle
• Implement standardized TDO processes, templates, and reporting across initiatives
• Build portfolio dashboards, metrics, and executive reporting
• Strengthen vendor governance, financial transparency, and delivery accountability
• Partner with Enterprise Architecture, Product, and Operations to ensure end-to-end alignment
• Program & Project Delivery Excellence
• Oversee concurrent workstreams including cloud infrastructure, enterprise systems, data platforms, and security initiatives
• Implement strong program governance and decision-making frameworks
• Coordinate delivery across vendors, consultants, and internal teams
• Lead integrated risk management across technical and organizational domains
• Enterprise Technology Service Model (“Factory”)
• Define and operationalize a repeatable Enterprise Technology service delivery model
• Establish service design, intake, prioritization, and delivery workflows
• Develop standardized processes, templates, and SOPs
• Lead development of training, documentation, and communications to support adoption
• Enable stakeholders to easily consume and derive value from platforms
• Transition Enterprise Technology from project-based delivery to a scalable services organization
• Technical Product & Platform Leadership
• Lead roadmap development for enterprise platforms including digital procurement, vendor systems, and integrations
• Establish product backlogs aligned with business priorities and technical constraints
• Drive requirements management across complex stakeholder environments
• Champion user-centred design and benefits realization
• Portfolio Optimization & Governance
• Establish portfolio KPIs and performance measurement frameworks
• Lead investment prioritization and resource allocation
• Drive continuous improvement and portfolio optimization
• Ensure alignment with Enterprise Architecture and governance standards
• Change Management & Organizational Enablement
• Develop and execute change management strategies for technology adoption
• Lead agile coaching and delivery practice improvement
• Establish training and capability development programs
• Drive communication strategies to ensure stakeholder engagement and buy-in
• Vendor & Resource Management
• Manage relationships with implementation partners and technology vendors
• Oversee resource allocation and capacity planning
• Monitor portfolio budgets and financial performance
• Lead vendor performance measurement and optimization
• Risk Management & Quality Assurance
• Implement portfolio risk management frameworks
• Ensure compliance with security, privacy, and technology standards
• Coordinate threat assessments and compliance activities
• Performance Monitoring & Continuous Improvement
• Establish and monitor portfolio KPIs
• Lead post-implementation reviews and optimization initiatives
• Benchmark portfolio performance and identify improvement opportunities

General Skills

• Portfolio Leadership: Proven experience leading large-scale enterprise technology transformations, preferably managing multiple concurrent initiatives within complex organizational environments.
• Strategic Planning: Demonstrated ability to develop and execute comprehensive portfolio strategies aligned with organizational objectives and stakeholder requirements.
• Stakeholder Management: Excellence in managing relationships with executive leadership, vendors, and cross-functional teams across multi-organizational environments.
• Technical Acumen: Strong understanding of enterprise technology architecture, cloud platforms, integration patterns, and modern delivery frameworks.
• Risk Management: Expertise in identifying, assessing, and mitigating portfolio risks throughout complex implementation lifecycles.
• Change Management: Proven track record in leading organizational change initiatives and ensuring successful technology adoption across large organizations.
• Communication: Outstanding verbal and written communication skills, with experience presenting to executive leadership and translating technical concepts for diverse audiences.
• Problem-Solving: Strong analytical and critical thinking skills, with the ability to navigate complex technical and organizational challenges across multiple workstreams.
• Budget Management: Experience managing large portfolio budgets and resource allocation effectively across multiple initiatives and vendor relationships.
• Quality Focus: Commitment to delivering high-quality solutions that meet enterprise standards, user needs, and public sector governance requirements.

Desirable Skills

• Enterprise Systems: Experience with large-scale system implementations, cloud migrations, and enterprise technology integration within government or regulated environments.
• Certifications: Professional certifications in portfolio management (PfMP), project management (PMP), ITIL, or relevant technology frameworks.
• Change Leadership: Advanced knowledge of change management methodologies and organizational transformation within complex stakeholder environments.
• Industry Knowledge: Understanding of public sector technology implementation requirements, governance frameworks, and regulatory compliance standards.
• Architecture: Knowledge of enterprise architecture principles, cloud-based solutions, and modern integration patterns.
• Process Optimization: Experience in business process reengineering, workflow optimization, and operational excellence initiatives.
• Data Management: Understanding of data governance, privacy requirements, security standards, and analytics platform implementations.
• Agile Methodologies: Experience with Agile portfolio management approaches, scaled frameworks, and modern delivery practices in enterprise implementations.
• Identity Management: Experience with enterprise identity solutions, access management frameworks, and related security architectures.
• API Management: Knowledge of API gateways, integration hubs, microservices architectures, and related enterprise technologies.
• Vendor Management: Proven experience managing relationships with major consulting firms, technology vendors, and implementation partners in complex procurement environments.

• Requirements
• Deliverable
• Portfolio Strategy & Governance Deliverables
• Enterprise Technology Portfolio Strategy
• Portfolio strategy and roadmap aligned to organizational objectives
• Governance and decision-making frameworks
• Stakeholder engagement and communications approach
• Investment prioritization and resource allocation model
• Portfolio risk management and mitigation strategy
• Performance Management & Optimization
• Portfolio KPIs and value realization framework
• Resource utilization and optimization recommendations
• Portfolio health reporting and executive dashboards
• Continuous improvement and optimization plans
• Program & Project Management Deliverables
• Program Governance & Coordination
• Governance and coordination model across enterprise initiatives
• Dependency management and integrated scheduling
• Risk, issue, and change management frameworks
• Vendor & Resource Management
• Vendor governance and performance measurement
• Capacity planning and resource allocation
• Contract oversight and procurement support
• Technical Product Management Deliverables
• Product Strategy & Roadmaps
• Enterprise product strategies and roadmaps
• Backlog prioritization and UX requirements
• Integration and technical documentation
• Alignment of product roadmaps with Enterprise Technology services
• Requirements & Solution Management
• Requirements and solution documentation
• Testing and quality assurance frameworks
• Knowledge transfer and operational readiness aligned to TDO onboarding
• Change Management & Organizational Enablement Deliverables
• Change Strategy & Adoption
• Change management and adoption strategy
• Training, communications, and stakeholder engagement
• Organizational readiness and adoption metrics
• Enterprise Technology service enablement approach
• Knowledge & Sustainability
• Knowledge transfer and operational procedures
• Best practices and lessons learned
• Capability maturity and sustainability planning
• Service documentation, SOPs, and training materials
• Portfolio Reporting & Communication Deliverables
• Executive Reporting & Communications
• Executive reporting and portfolio health updates
• Risk escalation and decision-support materials
• Benefits realization and performance reporting
• TDO dashboards and service performance reporting
• Governance & Compliance
• Governance and audit documentation
• Regulatory, security, and privacy compliance artifacts
• Enterprise architecture alignment and quality assurance reports

Must Haves

• 10+ years' experience leading large-scale enterprise technology portfolio transformations, with demonstrated success in managing multiple concurrent initiatives across cloud infrastructure, data platforms, and enterprise system implementations
• 10+ years' experience managing complex vendor relationships and strategic consulting partnerships in high-visibility government or regulated environments requiring rigorous governance and stakeholder coordination
• Deep expertise in portfolio management methodologies, enterprise architecture frameworks, and technology modernization strategies with proven ability to navigate complex organizational and technical dependencies
• Proven track record managing technology portfolios with multiple interdependent workstreams, complex integration requirements, and competing stakeholder priorities in public sector environments
• Experience with modern delivery methodologies including Agile, DevOps, and scaled framework implementations across enterprise technology initiatives