Enterprise Architect to co-develop a strategic IT roadmap that integrates business priorities with technical evolution
S.i. Systems
Toronto, ON-
Number of positions available : 1
- Salary To be discussed
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Contract job
- Published on December 12th, 2025
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Starting date : 1 position to fill as soon as possible
Description
Contract: 3-4 months
Hybrid
Must Haves:
Education: Bachelor’s (or higher) in Business, Public Administration, IT, or related fields
• Experience: 10+ years advising on public sector digital transformation, particularly at the intersection of business modernization and IT enablement
• Demonstrated success in developing strategic roadmaps, leading enterprise program portfolios, and driving digital alignment across functions like Public Works, Public Health, and Community Services
• Deep understanding of Ontario’s municipal sector context, including regulatory obligations, procurement standards, and citizen service expectations
• Experience advising on cloud adoption, platform transitions, and modernization journeys that preserve service continuity and mitigate change risk
Nice to have Certifications:
IT Strategy & EA
- TOGAF, Zachman, Certified Enterprise Architect
ERP & Transformation, Vendor certs
- (SAP, Oracle, Dynamics), or Business Architecture cert
Cybersecurity & Risk
- CISM, CISSP, CGEIT (optional for credibility at strategic level)
Project/Change Leadership
- PMP, Prosci, Agile/Scrum Master
Emerging Tech
- AI governance micro-certifications (ISACA, MIT Sloan, Microsoft AI-900, etc.)
Evaluation Criteria:
- Proven ability to co-develop a strategic IT roadmap that integrates business priorities with technical evolution (e.g., ERP, cloud, cybersecurity, data, AI)
- Public sector experience delivering strategic guidance in organizations with 3,000+ employees, including frontline and regulatory-facing services
- Strength in stakeholder engagement across diverse functional groups and political environments
- Demonstrated success leading cross-functional planning workshops, executive advisory sessions, and navigating governance structures
- Ability to bring structured frameworks and toolkits (e.g., capability models, prioritization matrices, maturity assessments)
- Understanding of Ontario's municipal governance and compliance landscape, and ability to advise accordingly
- Experience supporting organizational change management, business process reengineering, and capacity-building for digital transformation
Core Competencies & Experience
1. IT Strategy & Business Alignment
• Demonstrated experience in co-developing IT strategies aligned with corporate goals, focusing on business value creation, risk mitigation, and service modernization
• Skilled at defining target operating models, digital capabilities, and transformation priorities across functional departments
• Able to translate complex technology trends into clear strategic options for executive and council-level decision-makers
2. ERP Transformation & Application Rationalization
• Strategic leadership of ERP modernization initiatives including business case development, stakeholder alignment, and post-implementation benefit realization
• Experienced in application portfolio assessments to support rationalization efforts and uncover cost-saving or service improvement opportunities
• Deep understanding of public sector needs in finance, HR, and operational systems, especially within municipal contexts
3. Enterprise Architecture Governance
• Familiar with the development of enterprise architecture frameworks that support long-term scalability, modular transition, and innovation enablement
• Skilled at establishing architecture review boards, capability roadmaps, and governance processes that balance agility and oversight
• Ability to bridge architecture decisions and business planning, working closely with business leads to inform investment priorities
4. Cybersecurity, Risk & Compliance Strategy
• Strategic understanding of cybersecurity integration into digital roadmaps, aligning with NIST, ISO 27001, and Ontario municipal regulations
• Experienced in risk governance and advisory at a board/executive level, including data protection, identity and access management, and cloud security
• Awareness of emerging areas like AI risk management, cyber resilience, and public trust in digital services
5. AI & Emerging Technology Advisory
• Able to assess organizational readiness for AI adoption, including ethical and operational considerations
• Guides use-case identification, governance model development, and alignment with responsible AI frameworks
• Stays current on trends in intelligent automation, smart city solutions, and citizen-centric service design
6. Stakeholder Engagement & Change Leadership
• Recognized for ability to build trust and drive alignment across diverse stakeholder groups including senior leadership, frontline departments, and external partners
• Deep experience in facilitating workshops, guiding change management efforts, and supporting executive decision-making
• Excellent communication and storytelling skills - translates technology into value narratives that resonate with elected officials, business leaders, and the public
Requirements
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