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Entry Level Windows Systems Administrator Jobs in Boston, MA

Windows Patching (PCI Compliance a big Plus). Environment Monitoring & Troubleshooting. Environment Build ( .NET, SQL Server, IIS, Middleware). Hands on experience with implementation, system ...

Document, track, and update incidents and service requests in the ITSM ticketing system (e.g ... Familiarity with Windows Server and/or Linux server administration in a virtualized environment.

\n \n \n Job Overview We are seeking a skilled and proactive Helpdesk Specialist \/ Junior Systems ... Provision, image, and ship laptops (Windows\/Mac) and peripherals for onboarding employees ...

Sr. System Administrator

Marlborough, MA · On-site

$89K - $120K/yr

... Administrator to support critical programs with classified information systems. The role involves ... Responsibilities : • Provide IT systems administration in a heterogeneous Microsoft Windows and ...

The role will manage day-to-day administration of Windows-centric infrastructure across on-prem and ... The position requires a minimum of 6 years of relevant systems administration experience.

Sr. System Administrator

Marlborough, MA

$89K - $120K/yr

Principal System Administrator based in Marlborough, MA, internally known as Principal Analyst ... Provide IT systems administration in a heterogeneous Microsoft Windows and Redhat Enterprise Linux ...

Sr. System Administrator

Marlborough, MA · On-site

$89K - $120K/yr

Principal System Administrator based in Marlborough, MA, internally known as Principal Analyst ... Provide IT systems administration in a heterogeneous Microsoft Windows and Redhat Enterprise Linux ...

Showing results 21-40

Entry Level Windows Systems Administrator information

See Boston, MA salary details

$58.7K

$104.2K

$141.8K

How much do entry level windows systems administrator jobs pay per year?

As of Sep 6, 2026, the average yearly pay for entry level windows systems administrator in Boston, MA is $104,247.00, according to ZipRecruiter salary data. Most workers in this role earn between $85,800.00 and $120,000.00 per year, depending on experience, location, and employer.

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 job categories do people searching Entry Level Windows Systems Administrator jobs in Boston, MA look for?

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

Infographic showing various Entry Level Windows Systems Administrator job openings in Boston, MA as of July 2026, with employment types broken down into 100% Full Time. Highlights an 92% In-person, and 8% Hybrid job distribution, with an average salary of $104,247 per year, or $50.1 per hour.

Systems Administrator

Altorel LLC

Boston, MA • On-site

Full-time

Re-posted 21 days ago


Job description

Company Description

Altorel born in 2008 with a vision of providing flexible delivery models at an optimized costs to technology clients, had continuously thrived to achieve the same with innovative techniques, relationship building and integrated approach. Altorel has been dedicated to provide its clients quality professionals with technical and behavioral skill matching to distinct hiring requirements and workplace environment. We collaborate with customers to consistently and cost-effectively plan, execute and deliver high-quality services and results. Our consultants are professionals hand picked to build long-lasting & trusting relationships that bring synergy, integrity & professional value to both employees and employers.

Job Description

The Ideal Candidate should have extensively supported Windows

.NET environment, The routine responsibilities would involve:

Active Directory Maintenance.

Windows Patching (PCI Compliance a big Plus).

Environment Monitoring & Troubleshooting.

Environment Build ( .NET, SQL Server, IIS, Middleware).

 Hands on experience with implementation, system administration

 and troubleshooting of VMware NSX firewalls and load balancers.

 Excellent communication Skills.

Additional Information

Face to Face is must. Outstation candidates must be willing to attend interview at their own expense.