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Added 5 mins ago
IO
Technology Lead
Isaac Operations
Remote, Canada
- $135,000 to $145,000 CAD / year
- Full-time
- Remote
We are looking for an experienced lead for our technology team who will deliver exceptional results and lead teams in developing tools that make a meaningful impact for our clients. This…
Added 5 mins ago
RB
Senior/Lead API Developer
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- Full-time
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Added 5 mins ago
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Data Designer II
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- Full-time
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- Full-time
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Added 19 mins ago
IG
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- $55 to $70 CAD / hour
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- Contract
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Reporting To: Daily operational duties will be coordinated with the Team Lead on duty.
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Make an impact with our Cross Border Individual Tax team as a Senior Manager · Lead multiple client facing teams responsible for cross-border income tax and estate planning engagements for U.S
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Project Engineer - Civil
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- $100,000 CAD / year
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Lead document control activities for the AGC division, ensuring traceable and compliant management of emails, client files, drawings, calculations, reports, and other technical records.
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Added 35 mins ago
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Added 49 mins ago
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Flexstaf I.T. Inc.

Senior Technical CRM Architect

Toronto, ON, Canada
Greater Toronto Area, Canada, Canada

Contract

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Job details

Job type: Contract
Apply by: Dec 12, 2026
Posting language: English
Posted: Nov 12, 2026

Original job description

Position: Senior Technical Architect /Senior - Upgrade Specialist and SharePoint Upgrade

Type: Contract

Duration: 3 – 6 months

Location: Toronto

Work Schedule: Hybrid

Work Model: 2 days onsite / 3 days remote

MANDATORY SKILLS

Experience five years or more:
Experience with leading IT projects (new implementation, upgrades) from technical and overall delivery perspective.
Experience with creating project artifacts (project plan, schedule, etc.).
Experience with leading technical teams (development, infrastructure, etc.).
Experience with creating technical project artifacts (approach, environment strategy, RICE, etc.).
Experience with MS CRM (implementation, development, administration, upgrade).
Direct Experience with Complex Solutions that include Dynamics/SharePoint Integrations including:
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 Integration(s) between Dynamics /SharePoint:
Experience modernizing SQL Server, SSRS, Windows Server, and Dynamics-SharePoint integrations supporting complex enterprise applications.

Clinic Information Management System (CIMS) On-Premises Modernization Program

ON-PREMISES FOCUS: This role supports an on-premises to on-premises upgrade. Migration to Microsoft cloud services is not in scope at this stage.

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.

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 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.
The organization receives independent technical assurance that the proposed CIMS upgrade is supportable, achievable, and operationally ready.

Required

5+ years of experience leading IT projects
Experience with creating project artifacts
Experience with leading technical teams
Experience with creating technical project artifacts
Experience with MS CRM
Direct experience with Dynamics CRM 2016
Direct experience with SharePoint 2013
Experience with Dynamics-SharePoint integrations

Preferred

Direct experience leading Dynamics CRM 2016 to Dynamics 365 Customer Engagement 9.x On-Premises upgrades
Direct experience leading SharePoint 2013 to SharePoint Subscription Edition upgrades

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More about this job

Responsibilities

Lead the technical architecture and delivery oversight for the on-premises CIMS upgrade of Dynamics CRM and SharePoint, including related infrastructure, databases, integrations, environments, and migration dependencies. Coordinate multidisciplinary teams, validate upgrade paths and vendor recommendations, and produce implementation-ready plans for testing, cutover, rollback, and stabilization.

Requirements

Requires at least five years of experience leading complex IT projects, technical teams, and project and technical artifact development, along with hands-on Microsoft Dynamics CRM experience. Candidates should have direct experience with Dynamics CRM 2016, SharePoint 2013, and Dynamics-SharePoint integrations, plus strong knowledge of on-premises Microsoft infrastructure and upgrade delivery.

Skills

Microsoft Dynamics CRM
SharePoint On-Premises
SQL Server
SSRS
Windows Server
Active Directory
IIS
Dynamics-SharePoint Integration
Technical Architecture
IT Project Leadership
Upgrade Planning
Environment Strategy
Migration Planning
Cutover and Rollback Planning
Technical Team Leadership

Visa sponsorship

Not detected in the job text

Keywords

Microsoft Dynamics CRM
Dynamics CRM 2016
SharePoint 2013
SharePoint 2016
SharePoint Subscription Edition
SQL Server
SSRS
Windows Server
Active Directory
IIS
Server-to-Server Authentication
On-Premises Modernization
Technical Architecture
Upgrade Strategy
Environment Strategy
RICE Inventory
Database Migration
Integration Modernization
Project Planning
Risk Management
Architecture Documentation
Testing and Performance Validation
Production Cutover
Rollback Planning
High Availability
Certificates and Service Accounts
Backup and Recovery
Public Sector
Healthcare

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