2

Remote Windows System Administrator Jobs in Boston, MA

Office Administrator

Boston, MA ยท On-site +1

$19.50 - $27/hr

... Windows 8 system or higher โ€ข Ability to be resourceful and proactive in dealing with issues that may arise โ€ข Ability to be flexible, organize, multitask, prioritize and work under pressure ...

Senior Systems Engineer

Boston, MA ยท Remote

$107K - $146K/yr

... remote access/mobility solutions. * Administer and support cloud-based platforms and services such ... Monitor, maintain, and optimize system performance to ensure reliability, scalability, and security.

Sales Support Administrator

Plymouth, MA ยท Remote

$20 - $26/hr

Hybrid Schedule - Monday through Thursday onsite, Friday remote Monday-Friday, 8:00 AM - 5:00 PM ... Experience working with retailer portals, customer reporting systems, or sales analytics tools ...

This position reports to the Salesforce Platforms Owner and is open to remote candidates based in ... Bachelor's degree in Computer Science, Information Systems, or related field, or equivalent ...

... via ticketing systems (e.g., HappyFox) * Support end users across both Windows and macOS ... Administer Microsoft Intune (MDM) and O365 for a remote, multi-OS device fleet * Enforce security ...

Senior Systems Engineer

Boston, MA ยท On-site +1

$113K - $155K/yr

... remote access/mobility solutions. * Administer and support cloud-based platforms and services such ... Monitor, maintain, and optimize system performance to ensure reliability, scalability, and security.

Showing results 21-40

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 Sep 2, 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 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 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 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 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 Cybersecurity Engineer ( W2 direct hire, US citizen or GC only, no C2C )

System One

Boston, MA โ€ข Remote

Contractor

Re-posted 10 days ago


Job description

*** This is a direct hire role - W2 salary with full benefits - no contractors *** ONLY US CITIZENS -or- US PERMANENT RESIDENTS ( GREEN CARD ) - NO C2C candidates, NO 3rd parties - NO visa sponsorship, NO green card sponsorship - NO F1 visa students, NO temporary EAD card holders *** Must-have domain experience: ideally, experience on projects for HUD (the US Department of Housing and Urban Development) or similar state or municipal agencies involved in public housing programs. Alternatively, experience on projects for civilian US federal agencies (outside the defense, intelligence, and national security sectors) or similar state agencies, or experience in highly regulated industries such as insurance, banking, or healthcare.

For immediate consideration, please connect with me on LinkedIn at https://www.linkedin.com/in/dpotapenko and then email your resume, work authorization status, current location, availability, and compensation expectations directly to denis.potapenko@systemone.com - make sure to include the exact job title and job location in your email message.

REMOTE Cybersecurity Engineer :

- This role is responsible for securing enterprise infrastructure, responding to cyber threats, administering Microsoft 365 security, and helping ensure compliance with applicable regulatory requirements. - Implement, and maintain enterprise security controls across cloud and on-premises environments. - Manage security compliance and assist in security policy creation - Monitor and respond to security alerts, incidents, phishing attempts, malware, and suspicious activity. - Perform vulnerability assessments, remediation tracking, and security hardening. - Manage endpoint protection systems, email security, MFA, Conditional Access, and identity security controls. - Configure and maintain SIEM, logging, and monitoring platforms. - Conduct threat hunting and proactive security reviews. - Microsoft 365 and Cloud Security : Administer Microsoft 365 security tools including Microsoft Defender , Entra ID (Azure AD) , Conditional Access, Intune, Purview, Exchange Online Protection - Implement DLP, retention, and email security policies. - Secure remote access, mobile devices, and hybrid cloud infrastructure. - Secure Firewalls, VPNs, wireless networks, switches, and servers. - Review Firewall rules and network segmentation. - Support backup, disaster recovery, and business continuity initiatives. - Assist with patch management and secure configuration baselines. - Provide escalation support for security-related help desk issues. - Lead response efforts during security incidents and outages. - Conduct user security awareness training and phishing simulations. Required Qualifications :

- Must-have domain experience: Ideally, experience on projects for HUD (the US Department of Housing and Urban Development) or similar state or municipal agencies involved in public housing programs. Alternatively, experience on projects for civilian US federal agencies (outside the defense, intelligence, and national security sectors) or similar state agencies, or experience in highly regulated industries such as insurance, banking, or healthcare. - Experience implementing security controls and solutions from scratch - not just maintaining or monitoring established systems - with a working knowledge of security best practices and the ability to determine what to implement and how to execute it effectively. - At least 5+ years of hands-on IT security / cybersecurity engineering experience. - Strong experience with Microsoft 365 security technologies specifically. - Experience with: Firewalls and VPN technologies, Endpoint Detection & Response (EDR), Email security platforms, Vulnerability management tools, Windows Server and Hybrid Active Directory, Knowledge of cybersecurity frameworks and compliance standards. Preferred Qualifications : - Certifications such as: CISSP, Security+ , SC-200, SC-300, AZ-500, CEH For immediate consideration, please connect with me on LinkedIn at https://www.linkedin.com/in/dpotapenko and then email your resume, work authorization status, current location, availability, and compensation expectations directly to denis.potapenko@systemone.com - make sure to include the exact job title and job location in your email message.

.

#LI-DP1

#M1

.

Ref: #404-IT Pittsburgh


System One logo

About System One

Sourced by ZipRecruiter

System One helps employers get work done more efficiently and economically without compromising quality. Over our 35+ year history, we've helped connect thousands of talented people with innovative companies. The excitement of a perfect fit motivates us every single day.

Industry

Business consulting services and recruiting and staffing services

Company size

5,001 - 10,000 Employees

Headquarters location

Pittsburgh, PA, US