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Remote Windows Systems Administrator Jobs (NOW HIRING)

100% Remote can work only in the US. Our direct client is looking for a Systems Administrator ... cloud Windows and O365 environments. Expertise in PowerShell and Graph API, with additional ...

Senior Systems Administrator

Niles, IL ยท On-site +1

$86K - $117K/yr

This role will lead key functions including Windows and Linux administration, SAN management, and ... Ensure junior system administrators are equipped with up-to-date documentation and standardized ...

The Systems Administrator provides thought leadership in modernizing and enhancing Air Force systems through secure, scalable, and reliable infrastructure and platform capabilities, and serves as a ...

Lead Systems Administrator

Madison, WI ยท On-site +1

$98K - $123K/yr

The Lead Systems Administrator will provide expertise in design, administration, maintenance, and ... Windows administration * Provisioning and managing SAN/vSAN/HCI infrastructure * MS Intune

Systems Administrator, SR

$88K - $119K/yr

The Systems Administrator, Senior manages and optimizes complex enterprise infrastructure spanning Windows and Linux servers, VMware environments, and cloud services that support mission-critical ...

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Remote Windows Systems Administrator information

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$54K

$96K

$130.5K

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

As of Jun 6, 2026, the average yearly pay for remote windows systems administrator in the United States is $95,957.00, according to ZipRecruiter salary data. Most workers in this role earn between $79,000.00 and $110,500.00 per year, depending on experience, location, and employer.

What does a Remote Windows Systems Administrator do?

A Remote Windows Systems Administrator manages and supports Windows-based servers, networks, and systems from a remote location. Their responsibilities include installing, configuring, and maintaining Windows servers, monitoring system performance, troubleshooting issues, and ensuring security compliance. They also handle tasks such as user account management, backup and recovery, and software updates. Communication with onsite teams and end-users is often required to resolve problems and ensure smooth IT operations.

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

AspectRemote Windows Systems AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and system securityManaging network infrastructure, routers, switches, and connectivity
Employer & Industry UsageIT departments, data centers, cloud servicesTelecommunications, enterprise networks, ISPs

Remote Windows Systems Administrators focus on managing and maintaining Windows server environments, ensuring system security and performance. In contrast, Remote Network Administrators oversee network infrastructure, troubleshooting connectivity issues and configuring network devices. While both roles require networking knowledge, the Windows Systems Administrator specializes in server OS and related services, making their skills more aligned with server management and security.

How does a Remote Windows Systems Administrator typically collaborate with on-site IT teams and end users?

As a Remote Windows Systems Administrator, you will frequently collaborate with on-site IT staff and end users through a combination of communication tools such as email, instant messaging, and video conferencing. You may assist with troubleshooting, deploying updates, and managing user permissions, often requiring clear documentation and effective remote support skills. Building strong relationships and maintaining timely communication are essential for resolving issues efficiently and ensuring system reliability, despite not being physically present. This role often involves participating in team meetings, coordinating on projects, and sometimes working outside standard hours to accommodate system maintenance or urgent incidents.

What are the key skills and qualifications needed to thrive as a Remote Windows Systems Administrator, and why are they important?

To thrive as a Remote Windows Systems Administrator, you need expertise in Windows Server administration, network management, troubleshooting, and a solid understanding of security best practices, usually backed by a degree in IT or related certifications like Microsoft Certified: Windows Server or Azure Administrator. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and remote monitoring systems is essential. Strong problem-solving skills, attention to detail, and effective communication are crucial soft skills for managing systems and collaborating with remote teams. These skills ensure reliable system performance, secure network environments, and timely resolution of technical issues in a distributed work setting.
More about Remote Windows Systems Administrator jobs
What cities are hiring for Remote Windows Systems Administrator jobs? Cities with the most Remote Windows Systems Administrator job openings:
What are the most commonly searched types of Windows Systems Administrator jobs? The most popular types of Windows Systems Administrator jobs are:
What states have the most Remote Windows Systems Administrator jobs? States with the most job openings for Remote Windows Systems Administrator jobs include:
Infographic showing various Remote Windows Systems Administrator job openings in the United States as of May 2026, with employment types broken down into 99% Full Time, and 1% Part Time. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $95,957 per year, or $46.1 per hour.
Systems Administrator - Remote

Systems Administrator - Remote

Vivo HealthStaff

San Juan, PR โ€ข Remote

$100K - $140K/yr

Full-time

Posted 3 days ago


Job description

Our client is a venture-backed, AI-native healthcare provider rebuilding home health from the ground up. By automating the massive administrative burden that plagues the industry, they are able to pay clinicians more and provide better care to patients.

This is a rare opportunity to join a high-growth "hyper-scaler" as a foundational IT hire. You will be responsible for building the infrastructure that supports a growth trajectory over the next 18 months.

Your Mission
  • Architect the Bedrock: Own the deployment and maintenance of a core Microsoft 365, Entra ID, and Intune environment designed for massive scale.

  • Lead M&A Integrations: Our client is growing via aggressive acquisition. You will be the technical lead for "Day 1" integrations-sunsetting legacy systems and migrating users into a unified, secure platform.

  • Secure a Distributed Workforce: Manage and secure 800+ (and growing) endpoints across Windows, macOS, and mobile devices using modern MDM strategies.

  • Build the Playbook: You aren't just following a process; you are writing the repeatable IT integration playbooks that will be used for years to come.

Who You Are
  • The Veteran: You have 7+ years of experience in enterprise systems administration, specifically within the Microsoft 365 stack.

  • The Specialist: You have deep, hands-on experience with Entra ID and Intune. If you can't talk through advanced conditional access policies or Autopilot configurations, this isn't the role for you.

  • The Hybrid Expert: You are equally comfortable managing macOS and iOS devices in an enterprise setting as you are with Windows.

  • The Compliance Mindset: You've worked in highly regulated environments (Healthcare, Finance, etc.) and understand how to maintain security without slowing down the business.

  • The Doer: You are a primary individual contributor who enjoys solving ambiguous problems in a fast-paced environment.


Vivo HealthStaff logo

About Vivo HealthStaff

Sourced by ZipRecruiter

Vivo HealthStaff provides permanent recruitment services for both clinical and administrative positions in the healthcare sector. Over the past 2 years, our clients have seen a 98% retention rate with Vivo HealthStaff placements.

Industry

Health care and social assistance

Company size

11 - 50 Employees

Headquarters location

Dublin, CA, US

Year founded

2016

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