Windows 11 Deployment Technician - Contract

Compugen Inc; Toronto; On-site; CAD 55,000 - 75,000; Part time

Job summary

A leading technology firm seeks a detail-oriented Windows 11 Deployment Technician on a contract basis. The role focuses on the organization-wide upgrade and deployment of Windows 11, involving imaging devices, data migration, and user support throughout the process. Ideal candidates will have experience in desktop support and certifications such as CompTIA A+ or Microsoft MD-100/MD-101.

Qualifications

• Experience with large-scale OS refresh projects.
• Familiarity with Active Directory and Group Policy.
• Solid understanding of Windows 10 and 11.

Responsibilities

• Prepare, image, and deploy Windows 11 workstations.
• Support end users during and after migration.
• Troubleshoot deployment issues and driver conflicts.

Skills

Troubleshooting

User Support

Communication

Organization

Education

CompTIA A+ certification

Microsoft certification (MD-100, MD-101)

Tools

SCCM

MDT

Autopilot

Job description

Join to apply for the Windows 11 Deployment Technician - Contract role at Compugen Inc

Join to apply for the Windows 11 Deployment Technician - Contract role at Compugen Inc

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About Compugen Compugen is Canada's largest privately-owned Technology Ally. To innovate industries, transform businesses, connect communities, and drive meaningful change, we must think bigger, reach broader, and act bolder. Through knowledge, curiosity, and collaboration, Compugen helps organizations delivering experience by design. This is what it means to be human-centered and technology-enabled.

Dreaming, designing, and delivering isn't just a mantra for us — it's a way of life. We believe that technology is the conduit, but our people – they are the connection that truly makes the magic happen!

Our Culture We are a human-centered culture where we prioritize your well-being and are invested in helping you reach your fullest potential. We're not only focused on achieving our goals — we're dedicated to helping you achieve yours.

If you're relentlessly curious, driven to make a difference, and collaborative at the core, then you belong with us.

Position Overview: We are seeking a detail-oriented Windows 11 Refresh Technician to assist with the organization-wide upgrade and deployment of Windows 11. This role involves imaging devices, migrating user data, ensuring application compatibility, and supporting users before, during, and after the refresh process. Key Responsibilities:

• Prepare, image, and deploy Windows 11 workstations across multiple departments
• Back up and restore user data and settings as part of the refresh process
• Install and configure applications and ensure compatibility with Windows 11
• Perform hardware checks and upgrades as needed to meet Windows 11 requirements
• Support end users during and after the migration, addressing any post-deployment issues
• Maintain accurate records of asset tags, serial numbers, and deployment details
• Troubleshoot deployment issues, driver conflicts, or application errors
• Follow standardized procedures and checklists for refresh tasks
• Coordinate with other IT team members to minimize disruption during the rollout
• Provide clear communication and basic training to users on Windows 11 changes
  
  
  

Skills & Qualifications:

• Previous experience with a large-scale OS refresh project
• CompTIA A+ or Microsoft certification (e.g., MD-100, MD-101)
• Familiarity with Active Directory and Group Policy
• Understanding of ITIL practices or ticketing systems
• Experience in desktop support or deployment roles, ideally in enterprise environments
• Solid understanding of Windows 10 and Windows 11 operating systems
• Familiarity with imaging and deployment tools such as SCCM, MDT, or Autopilot
• Experience with user data backup/migration tools (e.g., USMT, OneDrive)
• Ability to troubleshoot basic hardware, driver, and software issues
• Strong organizational and documentation skills
• Excellent communication and customer service skills
  
  
  

Equity Statement At Compugen, we're committed to diversity, equity and inclusion, actively recruiting from all groups. We provide accommodation upon request to all applicants during the recruitment process. At Compugen, we believe that everyone deserves a seat at the table. If you require an accommodation, our People & Culture representative will work with you to meet your needs.

#ITR

#CompugenITR

Seniority level

• Seniority level

  Entry level

Employment type

• Employment type

  Contract

Job function

• Job function

  Information Technology

• Industries

  IT Services and IT Consulting

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