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Remote Windows System Administrator Jobs in Boston, MA

Eliassen Group

System Administrator - Mid

Cambridge, MA · Remote

$28 - $32/hr

The role will manage day-to-day administration of Windows-centric infrastructure across on-prem and ... and remote desktop technologies (VPN, RDP). * Ability to attain a Position of Public Trust and ...

CarGurus

Systems Administrator II

Boston, MA · Remote

... System Administrator II, you will help support and improve the core systems and services our employees use every day. You will work across identity, collaboration tools, office networking, and remote ...

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All JobsWindows System Administrator JobsRemote Windows System Administrator JobsRemote Windows System Administrator Jobs in Boston, MA

Remote Windows System Administrator information

See Boston, MA salary details

$58.7K

$104.2K

$141.8K

How much do remote windows system administrator jobs pay per year?

As of Aug 11, 2026, the average yearly pay for remote windows system 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 are the key skills and qualifications needed to thrive as a remote Windows system administrator?

To thrive as a Remote Windows System Administrator, you need expertise in Windows Server administration, Active Directory, network protocols, and typically a degree in IT or related certifications like Microsoft Certified: Windows Server or Azure Administrator. Familiarity with tools such as PowerShell, Remote Desktop Services, VMware, and monitoring platforms is essential for managing and troubleshooting systems remotely. Excellent problem-solving, communication, and time-management skills help you to efficiently address issues and collaborate with distributed teams. These competencies ensure system reliability, security, and fast resolution of technical challenges in a remote environment.

What is a remote Windows system administrator?

A Remote Windows System Administrator is an IT professional responsible for managing, configuring, and maintaining Windows-based servers and systems from a remote location. Their duties include monitoring system performance, applying updates and patches, troubleshooting technical issues, and ensuring the security and reliability of Windows environments across an organization. They often use remote access tools to perform their tasks, helping organizations maintain efficient and secure IT operations without being physically present on-site.

What are some common challenges faced by remote Windows system administrators and how can they be addressed?

Remote Windows System Administrators often face challenges such as ensuring secure remote access, coordinating with geographically dispersed teams, and promptly resolving issues without on-site presence. To address these, effective communication tools, robust security protocols (like VPNs and multi-factor authentication), and proactive monitoring solutions are essential. Building strong documentation practices and maintaining regular updates with team members can also help manage tasks efficiently and ensure smooth operations.

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

AspectRemote Windows System AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and server infrastructureManaging network hardware, routers, switches, and network security
Employer & Industry UsageIT departments across various industries focusing on Windows environmentsOrganizations needing network infrastructure management across industries

Remote Windows System Administrators primarily focus on managing Windows server environments, Active Directory, and related infrastructure. In contrast, Remote Network Administrators concentrate on network hardware, routing, switching, and network security. While both roles require networking certifications like CompTIA Network+ or Cisco CCNA, their daily tasks and focus areas differ significantly, catering to different aspects of IT infrastructure management.

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:
What are popular job titles related to Remote Windows System Administrator jobs in Boston, MA? For Remote Windows System Administrator jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Remote Windows System Administrator jobs in Boston, MA look for? The top searched job categories for Remote Windows System Administrator jobs in Boston, MA are:
Remote Windows System Administrator jobs near you

System Administrator - Mid

Eliassen Group

Cambridge, MA • Remote

$28 - $32/hr

Contractor

Medical, Dental, Vision, Life, Retirement

Re-posted 17 days ago

Job description

Description:

Hybrid 2 days/ WK in Cambridge, MA

Our client seeks a System Administrator - Mid to support a federal program in Cambridge, MA. The role will manage day-to-day administration of Windows-centric infrastructure across on-prem and cloud environments, including Active Directory, file and print services, VMware, and AWS/Azure operations. The position requires a minimum of 6 years of relevant systems administration experience. Candidates should be team-oriented, able to prioritize tasks, document procedures, and support stable operations with limited supervision. This is a full-time hybrid role, 2 days in office and 3 days offsite, with no travel expected.

Due to federal security clearance requirements, applicant must be a United States Citizen or Permanent Resident with an active Public Trust clearance. This is a contract to hire opportunity. Applicants must be willing and able to work on a w2 basis and convert to FTE following contract duration. For our w2 consultants, we offer a great benefits package that includes Medical, Dental, and Vision benefits, 401k with company matching, and life insurance.

Rate: $28.00 to $32.00/hr. w2

JN -052026-107052

Responsibilities:
  • Perform day-to-day operational maintenance, support, and upgrades for infrastructure servers.
  • Manage, monitor, and maintain the stability and performance of Windows Active Directory infrastructure.
  • Provide daily operational support for a datacenter, including monitoring environmental conditions and UPS, coordinating equipment delivery, and maintaining asset inventories.
  • Maintain current security patch and service pack levels.
  • Manage operations in AWS, Azure, and other cloud vendor environments.
  • Track delegated issues requiring cross-team interaction to resolution.
  • Create and maintain cohesive documentation for team support, LAN, and technical application support.
  • Comply with data retention policies and update contingency backup plans such as Commvault.
Experience Requirements:
  • Minimum of 6 years administrating some combination of Windows/Linux servers (on-prem or cloud), Active Directory, file/print management, VMware, and cloud application instances.
  • Cross-platform exposure to Windows Server, VMware, and Linux products.
  • Experience working within AWS and Azure environments.
  • Ability to manage priorities and ensure lower-priority tasks are tracked.
  • Ability to translate technical concepts into clear documentation.
  • Knowledge of systems, software, hardware, and networking communications.
  • Problem-solving skills for moderately complex computer and network issues.
  • Customer service skills with effective written and verbal communication.
  • Familiarity with tools such as Microsoft BitLocker, enterprise backup products (NetBackup, Commvault), monitoring tools (WhatsUp, SCOM), cloud management consoles (AWS/Azure), and remote desktop technologies (VPN, RDP).
  • Ability to attain a Position of Public Trust and complete the eApp NBIS form.
Education Requirements:

Bachelor’s degree preferred; may be substituted with six years of additional related experience. Relevant professional certifications are valued but not mandatory. Microsoft Certified Solutions Associate (or equivalent) is noted.

Recruitment Transparency Notice
 
Eliassen Group values transparency in our recruitment practices. Please be advised that Eliassen Group utilizes artificial intelligence (AI) tools as part of its initial application screening and hiring process. You may receive email and SMS notifications from the Eliassen Virtual Recruiting Team (noreply@eliassen.com, 781-808-2924) inviting you to complete a brief voice screening as part of your application process. These tools assist our hiring teams in different ways, including but not limited to, assistance in reviewing application materials to help identify candidates whose qualifications most closely match the requirements of the position. All AI-assisted evaluations and responses are reviewed by human recruiters before any hiring decisions are made. The use of AI in our process is intended to support fairness, efficiency, and consistency, and Eliassen Group takes measures to prevent bias or discrimination in connection with its hiring practices. By proceeding, you acknowledge, agree, and consent to Eliassen Group’s use of these tools, including AI tools, as part of the application and hiring process.
 

Skills, experience, and other compensable factors will be considered when determining pay rate. The pay range provided in this posting reflects a W2 hourly rate; other employment options may be available that may result in pay outside of the provided range.W2 employees of Eliassen Group who are regularly scheduled to work 30 or more hours per week are eligible for the following benefits: medical (choice of 3 plans), dental, vision, pre-tax accounts, other voluntary benefits including life and disability insurance, 401(k) with match, and sick time if required by law in the worked-in state/locality.If anyone reaches out to you about an open position connected with Eliassen Group, please ensure that you are working directly with us by confirming the following:

· When you work with Eliassen Group, all email communication will come from an Eliassen.com address, never Gmail, Yahoo, etc.

· Eliassen Group will never ask you for personal information (home address, bank account, or check routing number) until you have worked with someone clearly associated with Eliassen Group.

If you have any indication of fraudulent activity, please contact fraud@eliassen.com.

 
About Eliassen Group:
 
Eliassen Group is a strategic consulting firm that helps organizations reach further and achieve more through our technology, business advisory, and life sciences solutions. For nearly 40 years, we have combined exceptional people, deep domain expertise, and intelligent capabilities to expand our clients’ capacity and accelerate meaningful outcomes. We are driven by a purpose to positively impact the lives of our employees, clients, consultants, and the communities we serve.
 
Eliassen is committed to building a diverse and inclusive team from a variety of backgrounds, perspectives, and skills. We are an Equal Opportunity and Affirmative Action Employer and all employment decisions are based on merit, performance, and business needs. Eliassen does not discriminate on the basis of race, color, gender identity or expression, sexual preference or orientation, sex (including pregnancy, childbirth, and related medical conditions), marital status, creed, religion, physical or mental disability, genetic information, military or veteran status, age, ancestry, national origin, citizenship status, prohibited criminal record inquiries of applicants and employees, or any other category protected by federal, state, or local laws.
 
Don’t miss out on our referral program! If we hire a candidate that you refer us to then you can be eligible for a $1,000 referral check!
 
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About Eliassen Group

Sourced by ZipRecruiter

Eliassen Group provides strategic consulting and talent solutions to drive our clients' innovation and business results. Our purpose is to positively impact the lives of our employees, clients, consultants, and the communities in which we operate. Leveraging over 30 years of success, our expertise in talent solutions, life sciences consulting, Agile consulting, cloud services, risk management, business optimization, and managed services enables us to partner with our clients to execute their business strategy and scale effectively. Headquartered in Reading, MA, and with offices from coast to coast, Eliassen Group offers local community presence and deep networks, as well as national reach.

Industry

It services

Company size

5,001 - 10,000 Employees

Headquarters location

Reading, MA, US

Year founded

1989

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