Junior to Intermediate IT Help Desk Support Analyst to join a computer refresh project (Windows 11 and MS365 )

S.I. Systems Ltd.; Winnipeg; On-site; CAD 42,000 - 56,000; Part time

Job summary

S.I. Systems Ltd. is seeking Junior to Intermediate IT Help Desk Support Analysts for a Winnipeg-based, 3‑month, in-office contract. You will support a large computer refresh, configure Windows 11 devices, and assist end users with AD, MS365, and network issues.

Two junior/low-intermediate resources and one intermediate resource will join the project, with opportunities to extend. Strong customer service and independent work style are valued.

Qualifications

• Hands-on IT Help Desk experience in enterprise environments.
• Experience with Windows 11 deployment and MS365 administration.
• Familiarity with AD, OUs, security groups, and GPOs.

Responsibilities

• Assist end users during computer refresh and deployment.
• Configure and support Windows 11 and MS365.
• Manage Active Directory objects including OUs, groups, and GPOs.
• Process user onboarding and offboarding activities.
• Troubleshoot hardware, software, drivers, and network issues.
• Provide hands-on, customer-focused support.
• Work independently with minimal supervision.
• For Intermediate role, handle IMAC activities.

Skills

Windows workstation support

MS365

Active Directory

Troubleshooting

End user support

Independent worker

Tools

SCCM

Microsoft Endpoint Configuration Manager

IMAC support

Job description

Junior to Intermediate IT Help Desk Support Analyst to join a computer refresh project (Windows 11 and MS365 )

Junior to Intermediate IT Help Desk Support Analyst to join acomputer refresh project(Windows 11 and MS365 )

We are seeking Junior to Intermediate IT Support Analysts to support a large-scale computer refresh and deployment project. These are hands‑on roles working directly with end users to prepare, replace and configure computers, troubleshoot issues and ensure users are ready to work with their new equipment.

The team is hiring 2 Junior/Low Intermediate resources and 1 Intermediate resource.

Location: Winnipeg - 100% in office role

Contract: 3 month contract with possibility of extension

Must Have:

• Experience as an IT Help Desk Support Analyst with hands‑on experience with Windows workstation support and deployment in an enterprise environment, including preparing, configuring, deploying or replacing computers.
• Experience supporting Windows 11 and Microsoft 365.
• Working knowledge of Active Directory, including OUs, security groups and GPOs.
• Basic troubleshooting experience across hardware, applications, drivers and network connectivity.
• Strong customer service and communication skills, with the ability to work directly with end users.
• Ability to work independently with minimal supervision.

Nice to Have

• Experience with SCCM / Microsoft Endpoint Configuration Manager.
• Experience with IMAC support (Install, Move, Add, Change).
• Experience with user onboarding and offboarding.
• Experience preparing, imaging or configuring computers for deployment.

What You Will Do

• Support the computer refresh and replacement project, including preparing, configuring and deploying computers to end users.
• Configure and support Windows 11 and Microsoft 365.
• Work with Active Directory, including Organizational Units (OUs), security groups and Group Policy (GPOs).
• Process and support user onboarding and offboarding activities.
• Troubleshoot common computer hardware, application, driver and network issues.
• Provide hands‑on support to end users with a strong focus on communication and customer service.
• Work independently, follow established processes and complete assigned work with minimal supervision.
• For the Intermediate position, support IMAC (Install, Move, Add, Change) activities and take on more complex or independent technical work.

Junior to Intermediate IT Help Desk Support Analyst to join a computer refresh project (Windows 11 and MS365 )

Junior to Intermediate IT Help Desk Support Analyst to join acomputer refresh project(Windows 11 and MS365 )

We are seeking Junior to Intermediate IT Support Analysts to support a large-scale computer refresh and deployment project. These are hands‑on roles working directly with end users to prepare, replace and configure computers, troubleshoot issues and ensure users are ready to work with their new equipment.

The team is hiring 2 Junior/Low Intermediate resources and 1 Intermediate resource.

Location: Winnipeg - 100% in office role

Contract: 3 month contract with possibility of extension

Must Have:

• Experience as an IT Help Desk Support Analyst with hands‑on experience with Windows workstation support and deployment in an enterprise environment, including preparing, configuring, deploying or replacing computers.
• Experience supporting Windows 11 and Microsoft 365.
• Working knowledge of Active Directory, including OUs, security groups and GPOs.
• Basic troubleshooting experience across hardware, applications, drivers and network connectivity.
• Strong customer service and communication skills, with the ability to work directly with end users.
• Ability to work independently with minimal supervision.

Nice to Have

• Experience with SCCM / Microsoft Endpoint Configuration Manager.
• Experience with IMAC support (Install, Move, Add, Change).
• Experience with user onboarding and offboarding.
• Experience preparing, imaging or configuring computers for deployment.

What You Will Do

• Support the computer refresh and replacement project, including preparing, configuring and deploying computers to end users.
• Configure and support Windows 11 and Microsoft 365.
• Work with Active Directory, including Organizational Units (OUs), security groups and Group Policy (GPOs).
• Process and support user onboarding and offboarding activities.
• Troubleshoot common computer hardware, application, driver and network issues.
• Provide hands‑on support to end users with a strong focus on communication and customer service.
• Work independently, follow established processes and complete assigned work with minimal supervision.
• For the Intermediate position, support IMAC (Install, Move, Add, Change) activities and take on more complex or independent technical work.