Senior Portfolio Manager, Enterprise Technology Transformation

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

Description

• Supply Ontario seeks an accomplished Senior Portfolio Manager to lead the strategic implementation and operationalization of our Enterprise Technology Transformation portfolio within the broader organizational strategy for digital modernization. This a high-impact role shaping how we modernize cloud data digital platforms procurement technology and enterprise systems across Ontarios public sector.
• This role sits at the intersection of strategy delivery governance and executive leadership and plays a key part in evolving our Technology Delivery Office (TDO) / PMO into a modern value-driven portfolio function.
• A core outcome for this role will be to establish our core technology platforms as clearly defined value-added services for the organization with a repeatable factory model for how those services are designed delivered and consumed by the business.
• The Portfolio Manager will operate within a sophisticated multi-stakeholder environment that includes Supply Ontario OPS ministries and BPS organizations requiring exceptional leadership capabilities and proven expertise in managing large-scale technology transformations within government environments.

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.

Deliverables

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

Additional Terms

Performance Expectations

• Quarterly performance reviews against agreed-upon objectives and deliverables
• Minimum 80% achievement of approved quarterly objectives
• Development and maintenance of detailed project documentation
• Regular status reporting as per project management framework
• Adherence to all Supply Ontario policies procedures and professional standards

Work Arrangements

• Hybrid work arrangement with minimum 2-3 days per week on-site at Supply Ontario offices
• Flexibility to adjust schedule based on project needs and stakeholder availability
• Availability for occasional evening/weekend work during critical project phases

Intellectual Property and Confidentiality

• All work products documentation and intellectual property created during the engagement remain the property of Supply Ontario
• Strict adherence to confidentiality agreements and data protection protocols
• Non-disclosure agreement required as condition of engagement
• Return of all Supply Ontario property and materials upon contract completion

Probationary Period

• Initial 90-day probationary period to assess fit and capabilities
• Clear performance objectives to be established within first 30 days
• Bi-weekly check-ins during probationary period
• Option to terminate with 5 business days notice during probationary period

Early Termination Provisions

• Supply Ontario may terminate the contract with 10 business days written notice without cause
• Immediate termination for:
  • Breach of confidentiality or security protocols
  • Failure to meet minimum performance standards after documented warning
  • Violation of Supply Ontario policies or professional conduct standards
  • Misrepresentation of qualifications or experience
  • Extended unavailability without approved leave

Extension and Renewal Provisions

• Contract extension is at the sole discretion of Supply Ontario
• Extension decisions will align with Supply Ontarios internal procurement policies and procedures
• Factors considered for extension include but are not limited to:
  • Achievement of defined deliverables and performance metrics
  • Ongoing organizational need for services
  • Budget availability and value for money
  • Contractors demonstrated reliability and cultural fit
  • Project continuity requirements
• Extension terms:
  • Maximum extension periods as per Supply Ontario procurement policy
  • Rate adjustments if any must align with approved rate cards
  • Additional or modified terms may be introduced during extension
• Extension process:
  • Review initiated minimum 30 days before contract end date
  • Appropriate management approvals as per delegation of authority
  • Written notice of extension decision provided minimum 30 days before contract end
• No guarantee or implicit right to extension regardless of performance
• Supply Ontario reserves the right to:
  • Modify role requirements during extension period
  • Adjust work arrangements and conditions
  • Implement new policies or procedures
  • Require additional qualifications or certifications
• Contractor acknowledgment:
  • No expectation of automatic renewal
  • Extension discussions do not constitute commitment
  • Rights to compete for other opportunities if extension not granted