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Entry Level Windows Systems Administrator Jobs in Toronto, ON

Pacer Group

System Administrator

Toronto, ON · Hybrid

System Admin (Linux and Windows OS) Location: Toronto, ON Work Arrangement: Hybrid (2 days per week in office) Employment Type: Contract Duration: 06-12 Months Pay Rate: CAD 50-52/hour Incorporated ...

New

TEHORA

Administrateur de système

Toronto, ON · On-site

TEHORA est présentement à la recherche d'un(e) administrateur de système ayant une solide ... Installer, configurer et maintenir des serveurs Windows/Linux ; * Gérer les services et ...

TEHORA

Administrateur de systeme

Toronto, ON · On-site

TEHORA est presentement a la recherche d'un(e) administrateur de systeme ayant une solide ... Installer, configurer et maintenir des serveurs Windows/Linux ; * Gerer les services et ...

Accenture

SQL Database Administrator (DBA)

Mississauga, ON · On-site

CA$29.01 - CA$53.05/hr

... Windows) * Good experience building new system environments * This role will require a minimum of 3 days per week in the office. Preferred location: as in the Local ATC office location: Montreal or ...

Affirm

IT Support Administrator I

Toronto, ON · Hybrid

CA$63K - CA$83K/yr

We manage internal devices, networks, and systems, ensuring employees can collaborate and perform ... Flexibility to work with all types of technology * macOS, Windows, Check Scanners, Network devices ...

Orion Innovation

System Architect

Toronto, ON · Hybrid

System Architect Location: MISSISSAUGA, with Hybrid work flexibility through the Client Office in ... Strong Linux servers (RHEL) and Windows servers knowledge * Admin knowledge of Artifactory (Nexus ...

YORK1

Junior Accounts Payable Administrator

Toronto, ON · On-site

CA$40K - CA$45K/yr

This is an entry-level position focused primarily on the administrative and document-processing ... Perform accurate data entry of invoice information into applicable systems. * Review invoices for ...

New

Southlake

DI System Specialist

Newmarket, ON · On-site

CA$50.53 - CA$60.07/hr

As the DI Systems Specialist , you will leverage your technical expertise to support and optimize ... Manage issues assigned by the PACS Administrator in a timely manner, provide regular status updates ...

Ratehub

Junior IT & Operations Support

Toronto, ON · Remote

The Role This is an entry-level to junior role on our IT and Operations team. You will be the day ... Coordinate laptop ordering, pre-configuration (Windows 11 and macOS), and shipping to remote ...

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Entry Level Windows Systems Administrator information

What does an entry level Windows Systems Administrator do?

An Entry Level Windows Systems Administrator is responsible for assisting with the setup, configuration, and maintenance of Windows-based servers and workstations within an organization. Their duties often include monitoring system performance, installing updates, troubleshooting basic technical issues, and helping ensure the security of the IT environment. They usually work under the supervision of more experienced administrators and provide support to end-users as needed. This role is ideal for those starting a career in IT and looking to build foundational skills in system administration.

What are the key skills and qualifications needed to thrive as an entry level Windows Systems Administrator?

To excel as an Entry Level Windows Systems Administrator, a solid understanding of Windows operating systems, basic networking concepts, and troubleshooting skills—often supported by a relevant degree or coursework—is essential. Familiarity with Active Directory, PowerShell scripting, and foundational certifications like CompTIA A+ or Microsoft Certified: Windows Server Fundamentals is highly beneficial. Strong problem-solving abilities, attention to detail, and effective communication are standout soft skills for this role. These skills and qualifications are crucial for ensuring reliable system performance, quick issue resolution, and seamless collaboration within IT teams.

What are some common challenges faced by entry level Windows Systems Administrators during their first year on the job?

Entry level Windows Systems Administrators often encounter challenges such as learning to efficiently troubleshoot unfamiliar system errors, managing time while juggling multiple support tickets, and adapting to the organization's specific network and security protocols. Balancing day-to-day maintenance tasks with urgent support requests can be demanding, especially when prioritizing issues for minimal disruption. However, most teams foster a collaborative environment, so asking questions and seeking guidance from more experienced admins is encouraged and can help build confidence and technical proficiency.

What is the difference between Entry Level Windows Systems Administrator vs Network Support Technician?

AspectEntry Level Windows Systems AdministratorNetwork Support Technician
CertificationsCompTIA A+, Microsoft Certified: Windows Server FundamentalsCompTIA A+, Cisco CCNA
Work EnvironmentServer rooms, data centers, IT departmentsHelp desks, client sites, network operations centers
Primary ResponsibilitiesManaging Windows servers, user accounts, system updatesTroubleshooting network issues, configuring routers/switches

Entry Level Windows Systems Administrators focus on managing and maintaining Windows server environments, while Network Support Technicians primarily troubleshoot and support network infrastructure. Both roles require foundational certifications and are common entry points in IT, but they differ in daily tasks and work settings.

What are popular job titles related to Entry Level Windows Systems Administrator jobs in Toronto, ON?

For Entry Level Windows Systems Administrator jobs in Toronto, ON, the most frequently searched job titles are:

What job categories do people searching Entry Level Windows Systems Administrator jobs in Toronto, ON look for?

The top searched job categories for Entry Level Windows Systems Administrator jobs in Toronto, ON are:

Entry Level Windows Systems Administrator jobs near you
Infographic showing various Entry Level Windows Systems Administrator job openings in Toronto, ON as of August 2026, with employment types broken down into 86% Full Time, 9% Part Time, 4% Contract, and 1% Nights. Highlights an 85% Physical, 4% Hybrid, and 11% Remote job distribution.

System Admin(Linux,Windows OS, Ansible, SCCM)

Q1 Technologies, Inc.

Toronto, ON • Hybrid

Contractor

This job post has expired 2 days ago. Applications are no longer accepted.

Job description

Role: System Admin

Toronto, ON- Hybrid: 2 days a week in office

6+ Months Contract


Primary Skill: Linux and Windows OS

Secondary Skill: Ansible and SCCM


1. Experience of on-premise OS infrastructure support

2. Experience in automation using Ansible

3. Knowledge of Patch management and Configuration hardening

4. Experience in SCCM

Apply