Client: Supply Ontario – RQ00838
We are seeking an experienced
Senior Solution Architect – CRM with extensive expertise in Microsoft Dynamics CRM, Dynamics 365 Customer Engagement, SharePoint On-Premises, and enterprise application modernization. The ideal candidate will have a strong background in leading complex IT implementation, upgrade, and migration projects from both technical architecture and overall delivery perspectives. The successful candidate will provide hands-on technical leadership for the modernization of Microsoft Dynamics CRM and SharePoint environments, coordinate multidisciplinary technical teams, develop project and technical documentation, validate upgrade strategies, and ensure that the target solution is technically supportable, secure, and implementation-ready.
Role Snapshot
- Job Title: RQ00838 – Solution Architect – CRM – Senior
- Client: Supply Ontario
- Work Location: 20 Dundas Street West, Suite 730, Toronto, Ontario, Canada
- Work Arrangement: Hybrid – 2 Days Onsite / 3 Days Remote
- Estimated Start Date: January 4, 2027
- Estimated End Date: April 2, 2027
- Business Days: 65.00
- Contract Duration: Estimated one-year contract, with 3-month incremental extensions
- Hours: 7.25 hours per day, 5 days per week
- Public Sector Experience: Not Required
Must Have
Experience: Five (5) Years or More
- Experience leading IT projects, including new implementations and upgrades, from technical and overall delivery perspectives.
- Experience creating project artifacts, including project plans, schedules, and related documentation.
- Experience leading technical teams, including development, infrastructure, and other technical resources.
- Experience creating technical project artifacts, including technical approaches, environment strategies, RICE inventories, and related documentation.
- Experience with Microsoft Dynamics CRM, including implementation, development, administration, and upgrades.
Direct Experience With Complex Solutions Including Dynamics/SharePoint Integrations
- Direct experience leading Dynamics CRM 2016 (8.x) to Dynamics 365 Customer Engagement 9.x On-Premises upgrades.
- Direct experience leading SharePoint 2013 to SharePoint Subscription Edition upgrades through supported intermediate stages.
Customization And Integrations Between Dynamics / SharePoint
- Experience modernizing SQL Server, SSRS, Windows Server, and Dynamics-SharePoint integrations supporting complex enterprise applications.
Description
Company Bio
Legal Aid Ontario employees are committed to making a difference in the lives of our clients. As an integral partner in the justice system, working at Legal Aid Ontario is more than just a job. It is an opportunity to help people who need it most and improve access to justice through innovative technology solutions.
Primary Function
The Senior Microsoft Upgrade Specialist will provide hands-on technical leadership and overall delivery oversight for the Clinic Information Management System (CIMS) upgrade.
The role will lead and validate the on-premises modernization of Microsoft Dynamics CRM and SharePoint, including related SQL Server, SSRS, Windows Server, authentication, infrastructure, integration, environment, migration, and cutover dependencies.
The specialist will work across technical and project delivery streams to establish the upgrade approach, coordinate multidisciplinary teams, create the required project and technical artifacts, validate vendor recommendations, resolve technical gaps, and ensure the target solution is supportable and implementation-ready.
Reporting to: Director, Digital Solutions Delivery, or designate.
Key Accountabilities
- Lead the CIMS CRM and SharePoint upgrade from a technical architecture perspective, including collaboration with the Project Delivery Lead and project team for planning, execution, readiness, and implementation activities.
- Validate the upgrade paths for Dynamics CRM 2016 to Dynamics 365 Customer Engagement 9.1 On-Premises and SharePoint 2013 to SharePoint Subscription Edition.
- Create and maintain technical project artifacts, including the upgrade approach, environment strategy, architecture documentation, RICE inventory and assessment, migration sequencing, deployment plan, cutover plan, rollback plan, and technical readiness checklist.
- Work with the Project Delivery Lead to coordinate cross-functional technical teams, including application development, infrastructure, database, security, testing, operations, and third-party vendor resources.
- Provide hands-on Microsoft Dynamics CRM leadership across implementation, development, administration, configuration, troubleshooting, and upgrade activities.
- Provide technical leadership for SharePoint On-Premises farm architecture, upgrade planning, database migration, patching, integration, and operational readiness.
- Assess infrastructure, database, security, identity, authentication, certificates, service accounts, network, integration, and application dependencies.
- Confirm Microsoft supportability requirements, supported platform versions, prerequisite software, required patch levels, licensing considerations, and target-state configuration decisions.
- Validate the transition from the current Dynamics and SharePoint client-to-server integration to the required server-to-server integration model.
- Document and validate migration sequencing, outage planning, staffing coordination, test cycles, production cutover, rollback, and post-implementation stabilization planning.
- Identify technical risks, unsupported configurations, architecture gaps, delivery constraints, and remediation recommendations, and escalate decisions requiring leadership direction.
- Provide clear technical briefings, status updates, recommendations, and decision materials to project sponsors, IT leadership, governance bodies, and stakeholders.
- Challenge assumptions and vendor recommendations where required and provide independent technical assurance throughout the upgrade.
Required Skills & Experience
- Demonstrated experience leading complex IT projects, including new implementations, upgrades, migrations, and modernization initiatives, from both technical and overall delivery perspectives.
- Proven experience creating and managing project artifacts such as project plans, schedules, work breakdown structures, dependency maps, risk and issue logs, decision logs, and implementation plans.
- Proven experience leading multidisciplinary technical teams across development, infrastructure, database, security, testing, operations, and vendor workstreams.
- Proven experience creating technical project artifacts, including upgrade approaches, environment strategies, architecture designs, RICE inventories, migration plans, release plans, cutover plans, rollback plans, and readiness assessments.
- Deep hands-on experience with Microsoft Dynamics CRM, including implementation, development, customization, administration, configuration, troubleshooting, integration, and upgrades.
- Direct experience with Dynamics CRM 2016 and Dynamics 365 Customer Engagement 9.x On-Premises.
- Deep hands-on experience with SharePoint On-Premises, including SharePoint 2013, SharePoint 2016, and SharePoint Subscription Edition.
- Experience delivering on-premises to on-premises Microsoft platform upgrades without relying on a cloud migration as the target solution.
- Strong technical knowledge of SQL Server, SSRS, Windows Server, Active Directory, IIS, certificates, service accounts, authentication, networking, backup, recovery, and high availability.
- Experience with Dynamics CRM and SharePoint integration, including server-to-server authentication and the modernization of legacy integration models.
- Experience planning and leading environment builds, data and database migrations, system testing, performance validation, production cutovers, rollback, and stabilization.
- Strong leadership, facilitation, problem-solving, risk management, documentation, and executive communication skills.
Key Deliverables
- Validated technical upgrade strategy and implementation roadmap.
- Integrated project plan and schedule with milestones, dependencies, resource needs, and decision points.
- Current-state and target-state architecture documentation and supportability matrix.
- Upgrade approach, environment strategy, and RICE inventory and assessment.
- Dynamics CRM and SharePoint integration migration design.
- Technical risk register, decision log, readiness assessment, and remediation plan.
- Detailed migration, testing, cutover, outage, rollback, and stabilization plans.
- Recommendations and architecture review materials.
Preferred Experience
- Direct experience leading Dynamics CRM 2016 (8.x) to Dynamics 365 Customer Engagement 9.x On-Premises upgrades.
- Direct experience leading SharePoint 2013 to SharePoint Subscription Edition upgrades through supported intermediate stages.
- Experience modernizing SQL Server, SSRS, Windows Server, and Dynamics-SharePoint integrations supporting complex enterprise applications.
- Experience working in public-sector, justice, healthcare, or other highly regulated environments.
- Relevant Microsoft certifications in Dynamics, SharePoint, infrastructure, security, or solution architecture.
Education
- University degree in Information Technology, Computer Science, Engineering, or a related discipline, or an equivalent combination of education and directly relevant experience.
Success Measures
- The on-premises target architecture, versions, prerequisites, patch levels, integrations, and licensing considerations are validated and documented.
- Technical and delivery plans are complete, sequenced, risk-informed, and ready for execution.
- Cross-functional teams and vendors have clear responsibilities, dependencies, milestones, and decision points.
- Cutover, outage, staffing, rollback, and stabilization requirements are confirmed before production implementation.
- Legal Aid Ontario (LAO) receives independent technical assurance that the proposed CIMS upgrade is supportable, achievable, and operationally ready.
Equity Statement
Legal Aid Ontario values integrity, respect, responsiveness, excellence, independence, accountability, openness, and consistency. Our recruitment process reflects our commitment to diversity and inclusion. Accommodation is available under the Ontario Human Rights Code.
Additional Information & Work Arrangement
- This is estimated to be a one-year contract, in 3-month incremental extensions due to internal operational interim processes.
- The resource will be required to work on-site at least two (2) days per week at Legal Aid Ontario's Provincial Head Office in Toronto, Ontario.
- Work Location: 20 Dundas Street West, Suite 730, Toronto, Ontario, Canada.
- Hybrid Arrangement: 2 days onsite and 3 days remote, subject to the Hiring Manager's discretion.
- Public Sector Experience: Not Required.
How to Apply
If you are interested and your profile matches the requirements, kindly send the following mandatory documents to
hrsmss@smsoftconsulting.com by
Monday, November 16, 2026, at 10:00 AM EST.
Mandatory Documents
- Updated Resume in Word format (Mandatory)
- Skills Matrix and References (Mandatory)
- Expected Hourly Rate (Mandatory)
- Visa Status (Mandatory)
- LinkedIn ID (Mandatory)
Without the mandatory documents, we cannot submit a candidate.
Apply Online: Please apply through our SMSS career website.
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Note
The documents required for submission include an updated Resume in Word format, Expected Hourly Rate, and Qualification Matrix.
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