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Added 12 mins ago
FH
Nurse Practitioner - Vascular Surgery - Residency Opportunity
Fraser Health Authority
Abbotsford, BC
- $60.75 to $87.33 CAD / hour
- Full-time
Experienced Coaching: Get personalized guidance and support with weekly check-ins from an experienced nurse practitioner throughout your residency.
Added 12 mins ago
FH
Nurse Practitioner – Internal Medicine – Residency Opportunity
Fraser Health Authority
Chilliwack, BC
- $60.75 to $87.33 CAD / hour
- Full-time
…coordinate care with specialty and allied health services, and support safe and timely transitions of care. This is an exciting opportunity to be part of a developing Internal Medicine NP…
Added 12 mins ago
PC
Technical Support Analyst / Analyste du soutien technique
Parkland Corporation
Calgary, AB
- Full-time
…transfert des connaissances et à l’alignement sur les niveaux de service…
Added 12 mins ago
PC
Technical Support Analyst / Analyste du soutien technique
Parkland Corporation
Montreal, QC
- Full-time
…transfert des connaissances et à l’alignement sur les niveaux de service…
Added 12 mins ago
DR
System Implementation Specialist
Dawn Recruiting Agency
Vaughan, ON
- Full-time
Provide client training, ongoing support, and professional communication.
Added 14 mins ago
MR
YMCA Event - Brand Ambassador - GTA
Match Retail
Mississauga, ON · Brampton, ON · Markham, ON · Toronto, ON · North York, ON
- Part-time
…organizations to drive measurable in-store results, build strong client relationships, and develop high-performing field…
Added 14 mins ago
Travel Product Content Specialist
Kensington
Toronto, ON · Vancouver, BC
The Travel Product Content Specialist creates and curates the content that brings Kensington's product to life - itinerary and service-level copy, country guides, landing pages, and the…
Added 24 mins ago
GS
Artificial Intelligence Engineer
Gala Solutions
Montreal, QC
- Contract
Job Title: AI Platform Engineering Specialist
Added 24 mins ago
M
Gestionnaire des services TI / IT Service Manager
mthree
Montreal, QC
- Full-time
…Risque, Réglementation & Conformité ; Produits fournisseurs ; Support applicatif ; Développement applicatif ; Cybersécurité & Sécurité de l'information ; Science des données et…
Added 27 mins ago
S
Senior Specialist, IT Operations (Service Management)
SaskPower
Regina, SK
- Full-time
…leadership to maximize the value of the ServiceNow platform and support continual service improvement…
Added 44 mins ago
T
Business Banking Specialist
TD
Montreal, QC
- Full-time
Provide inbound and/or outbound sales support to customers in a non-face to face environment
Added 44 mins ago
T
Audit Manager II, Financial Crimes Audit, High Risk Areas (667)
TD
Toronto, ON
- Full-time
The position provides support and the management of the Financial Crimes Audit Program which includes conducting audits of the systems of internal controls are effective and compliant with…
Added 44 mins ago
G
Spécialiste en éclairage / Lighting Specialist
Guillevin
Montreal, QC
- Full-time
Stable, local client base; reliable, high-quality products.
Added 44 mins ago
G
Senior Bidding specialist / Spécialiste Sénior en soumission
Guillevin
Montreal, QC
- Full-time
Stable client base, varied projects, and a collaborative environment in the electrical sector.
Added 57 mins ago
G
Spécialiste du succès partenaire / Partner Success Specialist - DAP
Genetec
Montreal, QC
- Full-time
Travailler avec l'équipe du service client pour garantir la réception et le traitement précis des bons de commande
Added 59 mins ago
Customer Service Specialist - Automotive Finishes
Sherwin-Williams
Dieppe, NB
The Customer Service Specialist is essential to the success of our Automotive branches. The Customer Service Specialist works closely with our customers to determine their needs, answer…
Added 59 mins ago
B
Specialist, Corporate Communications
BDO
Toronto, ON
- Full-time
We are looking for a Specialist to join the Corporate Communications team to support communications programs in support of the firm’s strategy.
Added 59 mins ago
G
Spécialiste du succès partenaire / Partner Success Specialist - DAP
Genetec
Remote, Canada
- Full-time
- Remote
Travailler avec l’équipe du service client pour garantir la réception et le traitement précis des bons de commande
Added 59 mins ago
J
Field Services Specialist
Jolera
Remote, Canada
- Remote
…behind them. That is why we assembled a great team of experts to support our operations. Our people are focused, client driven and passionate about connecting users with…
Added 59 mins ago
G
Spécialiste des tests système / System Test Specialist - DAP
Genetec
Remote, Canada
- Full-time
- Remote
Recueillir les informations pertinentes sur l’intégration à certifier via des sessions en direct, des échanges directs avec le client et d’autres moyens
Added 1 hour ago
B-
Specialiste projet Cargo / Project Cargo Specialist
BLV - Value Chain Partners
Westmount, QC
- Full-time
Nous recherchons un(e) Spécialiste de Cargo Projets super cool, capable de gérer à la fois le support des ventes et des opérations. Vous serez le cerveau derrière la planification, la…
Added 1 hour ago
BF
Bilingual Talent Acquisition Co-Op
Burnbrae Farms
ON · Mississauga, ON
- Full-time
Work closely with the Talent Acquisition Specialist to understand the recruitment life cycle and best practices from start to finish.
Added 1 hour ago
J
Field Services Specialist
Jolera
Ottawa, ON
- $55,000 to $60,000 CAD / year
- Full-time
…behind them. That is why we assembled a great team of experts to support our operations. Our people are focused, client driven and passionate about connecting users with…
Added 1 hour ago
LC
Customer Service Client Care Agent
La Canadienne
Montreal, QC
- Full-time
As the Customer Service Client Care Agent, you will be responsible for delivering an excellent client experience across customer communication channels, including phone, email, live chat,…
Added 1 hour ago
Legal & Compliance Specialist
WF Group Inc.
Toronto, ON · Kitchener, ON
Conduct substantive first-level reviews of client agreements, master service agreements, amendments, consultant and subconsultant agreements, NDAs, procurement documents, and related…

Closed listing

VySystems

Windows Server Administrator

Toronto, ON, Canada

Contract

This opening has closed.

The original listing is kept below for reference.

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About employer

Job details

Job type: Contract
Closing date: Nov 4, 2026
Experience: Qualifications & Skills: 5+ years of hands-on experience administering and supporting Microsoft Windows Server environments (Windows Server 2012 and newer).
Posting language: English
Posted: Oct 5, 2026

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Original job description

Archived listing. The details below describe a past opening.

This job posting is for an existing, active vacancy and we are looking to hire a Senior Windows Server Modernization Specialist. Summary : We are looking for an experienced Windows Infrastructure professional to support the Client's enterprise-wide Windows Server Modernization Program. The successful candidate will be responsible for planning, coordinating, and executing large-scale in-place upgrades from Windows Server 2016 to Windows Server 2025 across mission-critical enterprise environments. The role requires strong expertise in Windows Server administration, virtualization, automation, troubleshooting, production support, and enterprise change management. Roles & Responsibilities: Lead and execute Windows Server 2016 to Windows Server 2025 in-place upgrade activities across large enterprise environments. Perform server readiness assessments, compatibility reviews, upgrade planning, implementation, validation, and post-upgrade support.

Coordinate application testing, validation, and issue remediation activities following server upgrades. Troubleshoot complex operating system, application, and infrastructure-related issues during upgrade and migration projects. Collaborate with application support teams, infrastructure operations, security, cloud engineering, and project stakeholders to ensure successful project delivery. Develop and maintain technical documentation, implementation procedures, recovery plans, and operational standards. Ensure compliance with enterprise change management, security, and operational governance processes. Participate in incident management, production support, maintenance windows, and after-hours implementations as required. Identify opportunities for automation, process improvement, and standardization throughout the server modernization lifecycle. Provide technical guidance regarding upgrade readiness, implementation planning, risk mitigation, and operational support. Support enterprise infrastructure environments consisting of thousands of Windows servers across global regions. Qualifications & Skills: 5+ years of hands-on experience administering and supporting Microsoft Windows Server environments (Windows Server 2012 and newer).

Strong experience with PowerShell scripting and automation for deployments, validation, reporting, and operational efficiency. Proven expertise in Windows Server installation, configuration, upgrades, patching, troubleshooting, recovery, and validation. Experience planning and executing large-scale Windows Server upgrade and migration projects in enterprise environments. Hands-on experience with VMware vSphere, Microsoft Hyper-V, and cloud-hosted Windows infrastructure. Strong understanding of enterprise Change Management and governance frameworks.

Experience supporting maintenance windows, production deployments, releases, and implementation activities. Working knowledge of Microsoft SCCM/MECM, VMware SaltStack (Salt), Dynatrace, and related infrastructure management tools. Experience with ServiceNow and IT Service Management (ITSM) platforms. Solid understanding of ITIL Incident, Change, Problem, and Release Management processes. Strong analytical, troubleshooting, organizational, and time management skills.

Excellent verbal and written communication skills with the ability to create technical documentation and engage effectively with technical and business stakeholders. Microsoft certifications (MCSE, Azure, Windows Server, or equivalent) are considered a strong asset. Experience supporting Windows Server 2022 and Windows Server 2025 environments is preferred. Experience working within highly regulated environments such as banking or financial services is preferred.

About employer

More about this job

Responsibilities

Plan and execute enterprise-scale in-place upgrades from Windows Server 2016 to Windows Server 2025, including readiness assessments, implementation, validation, and post-upgrade support. Coordinate application and infrastructure teams, troubleshoot issues, maintain technical and recovery documentation, and ensure compliance with change, security, and operational governance processes.

Requirements

Requires at least five years of hands-on Windows Server administration experience, strong PowerShell automation skills, and experience delivering large-scale enterprise upgrades or migrations. Candidates should also have virtualization and cloud infrastructure experience, familiarity with enterprise management and ITSM tools, and knowledge of ITIL and change management; relevant Microsoft certifications and regulated-industry experience are preferred.

Skills

Windows Server Administration
Windows Server Upgrades
PowerShell Scripting
Automation
VMware vSphere
Microsoft Hyper-V
Cloud Infrastructure
Troubleshooting
Server Migration
Change Management
SCCM/MECM
SaltStack
Dynatrace
ServiceNow
ITIL
Technical Documentation

Visa sponsorship

Not detected in the job text

Keywords

Windows Server 2012
Windows Server 2016
Windows Server 2022
Windows Server 2025
PowerShell
VMware vSphere
Microsoft Hyper-V
Cloud-Hosted Windows Infrastructure
SCCM/MECM
VMware SaltStack
Dynatrace
ServiceNow
IT Service Management
ITIL
Incident Management
Change Management
Problem Management
Release Management
Enterprise Infrastructure
Server Modernization
Server Upgrades
Server Migration
Patching
Production Support
Application Testing
Recovery Planning
Security Governance
Microsoft Certifications
Financial Services

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