Join our team as a Portfolio Manager to lead the end-to-end execution of a high-impact Enterprise Technology Transformation portfolio at Supply Ontario. This hybrid role (3 days onsite) involves driving strategic initiatives across cloud infrastructure, data platforms, enterprise systems, and digital service delivery. You will lead portfolio governance, vendor management, risk mitigation, and cross-functional collaboration across OPS ministries and BPS organizations. Ideal for senior leaders with 8+ years’ experience managing complex, interdependent public sector technology portfolios and a strong command of Agile, DevOps, and enterprise architecture frameworks. Be part of a transformation reshaping Ontario’s public procurement through innovation and modernization.

 

Supply Ontario seeks an accomplished Portfolio Manager to lead the strategic implementation and operationalization of our Enterprise Technology Transformation portfolio within the broader organizational strategy for digital modernization. This pivotal role will establish and execute a comprehensive portfolio management framework that seamlessly aligns with Supply Ontario's strategic objectives for enterprise technology, procurement modernization, and digital service delivery.

The successful candidate will drive the end-to-end delivery of multiple complex technology initiatives, ensuring robust integration across enterprise systems while maintaining operational excellence throughout the transformation process. This position presents a unique opportunity to shape the future of public sector procurement technology in Ontario through strategic portfolio management, sustainable operational frameworks, and value-driven implementation methodologies across cloud infrastructure, data platforms, digital experience, and enterprise security domains.

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:

• 8+ 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
• 7+ 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:

1. Strategic Portfolio Leadership:
   1. Develop and execute comprehensive portfolio strategy across the Enterprise Technology Migration Roadmap, ensuring alignment with enterprise technology standards and organizational objectives.
   2. Lead governance frameworks for multiple concurrent initiatives including cloud transformation, data platform migration, digital procurement solution implementation, and enterprise security enhancement programs.
   3. Drive alignment between technical delivery and business objectives across procurement modernization, data analytics, and digital experience initiatives.
   4. Establish and maintain executive-level stakeholder relationships across Supply Ontario, OPS ministries, and broader public sector organizations.
2. Program & Project Management Excellence:
   1. Oversee multiple concurrent workstreams including enterprise system implementations, cloud infrastructure establishment, data platform migrations, and security enhancements.
   2. Implement robust program governance structures ensuring effective decision-making across complex, interdependent initiatives.
   3. Coordinate vendor relationships and delivery across strategic consulting partners and technology providers.
   4. Drive risk management frameworks across technology, security, integration, and organizational change dimensions.
3. Technical Product Management:
   1. Lead product strategy and roadmap development for enterprise applications including digital procurement solutions, vendor databases, corporate systems, and integration platforms.
   2. Establish and maintain product backlogs aligned with business priorities and technical constraints.
   3. Drive requirements management across complex stakeholder environments involving Supply Ontario, government ministries, and external partners.
   4. Champion user-centered design and benefits realization measurement throughout the development lifecycle.
4. Portfolio Optimization & Governance:
   1. Establish portfolio-level KPIs and performance measurement frameworks.
   2. Lead investment prioritization and resource allocation decisions across the technology portfolio.
   3. Drive continuous improvement initiatives and portfolio optimization based on delivery performance and business value.
   4. Coordinate with Enterprise Architecture to ensure alignment with technology standards and governance requirements.
5. Change Management & Organizational Enablement:
   1. Develop and execute comprehensive change management strategies for technology adoption across the organization.
   2. Lead agile coaching and practice improvement initiatives across delivery teams.
   3. Establish training and capability development programs for internal teams and stakeholders.
   4. Drive communication strategies ensuring stakeholder engagement and buy-in throughout transformation initiatives.
6. Vendor and Resource Management:
   1. Manage relationships with implementation partners and technology vendors, ensuring deliverables meet quality standards and organizational requirements.
   2. Oversee resource allocation and capacity planning across portfolio workstreams.
   3. Monitor and control portfolio budgets, ensuring optimal utilization of resources and alignment with financial parameters.
   4. Coordinate vendor performance measurement and relationship optimization activities.
7. Risk Management and Quality Assurance:
   1. Implement robust risk management frameworks across the technology portfolio.
   2. Develop and maintain risk identification, assessment, and mitigation strategies for complex initiatives.
   3. Ensure compliance with regulatory requirements and enterprise technology standards.
   4. Coordinate security and privacy workstreams including threat assessments and compliance evaluations.
8. Performance Monitoring and Optimization:
   1. Establish key performance indicators (KPIs) to measure portfolio success and organizational effectiveness.
   2. Regular monitoring and reporting on portfolio metrics, making data-driven decisions for continuous improvement.
   3. Lead post-implementation reviews and optimization initiatives across the portfolio.
   4. Benchmark portfolio management performance continuously to identify potential improvements.

 

General Skills:

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

 

Desirable Skills:

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

Deliverables

Portfolio Strategy & Governance Deliverables

1. Enterprise Technology Portfolio Strategy
   1. Comprehensive portfolio strategy and implementation roadmap aligned with organizational objectives
   2. Portfolio governance framework and decision-making protocols
   3. Stakeholder engagement strategy and communication plans
   4. Investment prioritization methodology and resource allocation framework
   5. Portfolio-level risk management and mitigation strategies
2. Performance Management & Optimization
   1. Portfolio-level KPIs and performance measurement frameworks
   2. Value realization assessments and business benefits tracking
   3. Resource utilization analysis and optimization recommendations
   4. Portfolio health reporting and executive dashboards
   5. Continuous improvement plans and optimization strategies

 

Program & Project Management Deliverables

1. Program Governance & Coordination
   1. Program governance structures and protocols for all enterprise technology initiatives
   2. Cross-workstream coordination mechanisms and dependency management plans
   3. Integrated master schedules and milestone tracking systems
   4. Risk and issue management frameworks with escalation procedures
   5. Change management processes and impact assessment protocols
2. Vendor & Resource Management
   1. Vendor management frameworks and performance measurement systems
   2. Resource capacity planning and allocation strategies across initiatives
   3. Contract oversight documentation and deliverable tracking mechanisms
   4. Vendor relationship optimization plans and partnership development strategies
   5. Procurement support documentation and evaluation frameworks

 

Technical Product Management Deliverables

1. Product Strategy & Roadmaps
   1. Enterprise application product strategies and development roadmaps
   2. User experience requirements and design specifications
   3. Product backlog management and prioritization frameworks
   4. Integration architecture documentation and technical specifications
   5. Product performance metrics and user satisfaction measurement plans
2. Requirements & Solution Management
   1. Comprehensive requirements documentation across all technology initiatives
   2. Solution architecture alignment and technical standards compliance documentation
   3. User acceptance criteria and testing frameworks
   4. Technical solution validation and quality assurance protocols
   5. Knowledge transfer plans and operational readiness assessments

 

Change Management & Organizational Enablement Deliverables

1. Organizational Change Strategy
   1. Change management strategy and implementation plans for technology adoption
   2. Training and capability development programs for internal teams and stakeholders
   3. Communication strategies and stakeholder engagement plans
   4. Organizational readiness assessments and gap analysis reports
   5. Success measurement frameworks and adoption metrics
2. Knowledge Management & Sustainability
   1. Knowledge transfer documentation and operational procedures
   2. Best practices documentation and lessons learned repositories
   3. Organizational capability maturity assessments and development plans
   4. Sustainability frameworks for ongoing technology management
   5. Post-implementation support and optimization strategies

 

Portfolio Reporting & Communication Deliverables

1. Executive Reporting & Communications
   1. Regular executive status reports and portfolio health assessments
   2. Strategic briefing materials for leadership and stakeholder meetings
   3. Risk and issue escalation reports with mitigation recommendations
   4. Business value realization reports and benefits tracking documentation
   5. Strategic decision support documentation and analysis
2. Governance & Compliance Documentation
   1. Technology governance compliance reports and audit documentation
   2. Regulatory and policy compliance assessments and remediation plans
   3. Security and privacy impact assessments and mitigation strategies
   4. Enterprise architecture compliance documentation and standards alignment reports
   5. Quality assurance and performance validation 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 Ontario's 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
  • Contractor's 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

Supplier Comments

MSP Notes 

Must Haves: 

• 8+ 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 
• 7+ years' experience managing complex vendor relationships and strategic consulting partnerships in high-visibility government or regulated environments requiring rigorous governance and stakeholder coordination 
• 7+ years' experience in portfolio management methodologies, enterprise architecture frameworks, and technology modernization strategies with proven ability to navigate complex organizational and technical dependencies 
• 7+ years' experience managing technology portfolios with multiple interdependent workstreams, complex integration requirements, and competing stakeholder priorities in public sector environments 
• 7+ years' experience delivery methodologies including Agile, DevOps, and scaled framework implementations across enterprise technology initiatives 

Location: Hybrid – 3 Days onsite/ 2 days remote 

Public Sector Experience: Yes