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Windows System Administrator Jobs in Boston, MA (NOW HIRING)

Principal System Administrator (ONSITE)

Sudbury, MA · On-site

$86.80 - $165.20/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Serve as a Principal Systems Administrator supporting Windows and Linux enterprise environments, responsible for the design, implementation, maintenance, patching, and troubleshooting of Windows ...

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 ...

They are seeking a System Administrator to maintain the operation of multi-user computer systems, coordinate infrastructure and cloud responsibilities, and ensure system performance through various ...

Senior System Administrator with Security Clearance

Hanover, MA · On-site

$89K - $121K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Configure and manage UNIX, Windows, and other applicable operating systems * Lead diagnosis and ... System Administrator experience supporting programs of similar scope and complexity * Advanced ...

Systems Administrator

Boston, MA · On-site

$57/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

The System Administrator will collaborate with other members of the IT Infrastructure Team, maintaining and administering Linux, Windows, and VMware computer environments and related computing ...

Systems Administrator

Boston, MA · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

The System Administrator will collaborate with other members of the IT Infrastructure Team, maintaining and administering Linux, Windows, and VMware computer environments and related computing ...

Sr. System Administrator

Marlborough, MA · On-site

$89K - $120K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Principal System Administrator based in Marlborough, MA, internally known as Principal Analyst ... Understanding and knowledge of Windows Server internals or Linux fundamentals to include DNS, DHCP ...

System Administrator - Mid

Cambridge, MA · Remote

$28 - $32/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Hybrid 2 days/ WK in Cambridge, MA Our client seeks a System Administrator - Mid to support a ... The role will manage day-to-day administration of Windows-centric infrastructure across on-prem and ...

Sr. System Administrator

Marlborough, MA

$89K - $120K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Principal System Administrator based in Marlborough, MA, internally known as Principal Analyst ... Understanding and knowledge of Windows Server internals or Linux fundamentals to include DNS, DHCP ...

Linux System Administrator

Boston, MA

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Linux System Administrator to support the Sea Based X-Band Radar, (XBR) program. The team is ... Microsoft Windows Server including DNS, Active Directory, and Group Policy. Qualifications we ...

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Showing results 1-20

Windows System Administrator information

See Boston, MA salary details

$58.7K

$104.2K

$141.8K

How much do windows system administrator jobs pay per year?

As of Aug 16, 2026, the average yearly pay for windows system administrator in Boston, MA is $104,242.00, 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 is a Windows system administrator?

Windows System Administrators are IT professionals responsible for managing, configuring, and maintaining computer systems that run on Microsoft Windows operating systems. Their duties include installing software, applying security updates, monitoring system performance, managing user accounts, troubleshooting technical issues, and ensuring system reliability and security. They play a crucial role in supporting business operations by keeping IT infrastructure running smoothly and efficiently.

What are the key skills and qualifications needed to thrive as a Windows system administrator?

To thrive as a Windows System Administrator, you need expertise in Windows Server operating systems, Active Directory, networking fundamentals, and typically a relevant degree or certifications like Microsoft Certified: Windows Server or CompTIA Server+. Proficiency with system management tools such as PowerShell, Hyper-V, and monitoring software is essential for daily operations. Strong problem-solving abilities, attention to detail, and effective communication set top professionals apart in this role. These skills ensure secure, reliable IT infrastructure and prompt resolution of issues, which are crucial for organizational productivity.

What is the difference between Windows System Administrator vs Network Administrator?

AspectWindows System AdministratorNetwork Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Server+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and system securityConfiguring and maintaining network infrastructure, routers, switches
Employer & Industry UsageIT departments in various industries focusing on Windows environmentsOrganizations with complex network setups, ISPs, telecoms

While both roles involve IT infrastructure, Windows System Administrators focus on managing Windows servers and related systems, whereas Network Administrators handle network hardware and connectivity. Both roles often collaborate but serve distinct functions within IT teams.

What are some typical challenges Windows system administrators face when managing large enterprise environments?

Windows System Administrators in large enterprise settings often encounter challenges such as maintaining consistent security updates across numerous servers, troubleshooting complex network and user permission issues, and ensuring minimal downtime during system upgrades. They also need to coordinate with other IT teams to manage dependencies between Windows systems and other platforms. Effective communication, proactive monitoring, and strong documentation skills are crucial to successfully handling these challenges and ensuring smooth operations.

What are the most commonly searched types of Windows System Administrator jobs in Boston, MA?

The most popular types of Windows System Administrator jobs in Boston, MA are:

Infographic showing various Windows System Administrator job openings in Boston, MA as of August 2026, with employment types broken down into 1% As Needed, 82% Full Time, 13% Part Time, and 4% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $104,242 per year, or $50.1 per hour.

Senior Windows Systems Administrator

Boston College

Chestnut Hill, MA • On-site

Full-time

Re-posted 28 days ago


Boston College rating

8.7

Company rating: 8.7 out of 10

Based on 16 frontline employees who took The Breakroom Quiz

55th of 618 rated colleges and universities


Job description

There are currently two positions available. The primary duties of the position include: 

Active Directory management and Microsoft Server security - The Systems Administrator position will help maintain BC's Active Directory and server environment. Security must always be the most important priority when managing Active Directory and Microsoft servers. Following our Best Practices and Change Control are critical job requirements for this position.

Automation - Automation is critical to the team's future success in managing the growing complexity with an increasing number of servers and applications. We strive to automate as many tasks as possible.  Automation, and a DevOPs approach is becoming increasingly important with the growing need to integrate Windows and Unix\Linux servers.

Microsoft Windows Operating System - The Windows group is responsible for the entire life cycle of Microsoft Windows Servers in the data center. This includes building new servers, maintaining/patching and retiring the servers when they are no longer needed. Linux experience is desirable as the Systems Administrator position will work with servers in the data center, help with both Linux and Windows server automated deployments and various scripting needs.

This is an onsite position (some remote flexibility at the discretion of management). 
Title and salary commensurate with relevant experience based on the following titles and full-time equivalent hiring ranges:

- Senior Systems Administrator: 110,300 - 137,900; 5+ years related professional experience
- Systems Administrator: 95,100 - 118,900; 3-5 years related professional experience
- Associate Systems Admin: 78,100 - 97,650; 1-3 years experience


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