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Flex Time Remote Windows System Administrator Jobs

Accurate Background

Workday System Administrator

$82.50K - $110K/yr

The Workday System Administrator serves as the overall system owner for the organization's Workday platform, responsible for ensuring system integrity, security, availability, and performance. This ...

U-Haul

System Administrator

Phoenix, AZ · On-site +1

... real-time assistance). Use of AI throughout the application and recruiting process may result in ... Implement and maintain patching process for Windows Servers. * Work closely with Security Teams to ...

Tegria

Senior Epic Client System Administrator

$88K - $119.20K/yr

Windows workstation and server administration, Group Policy, and application packaging. * Scripting ... remote work, and our favorite: a generous paid-time-off program, giving you the flexibility to plan ...

Mizzen+Main

System Administrator

Dallas, TX · On-site +1

And we have a good time doing it. Founded in 2012 with the belief that there is a better way ... ABOUT THE ROLE As the Systems Administrator, you'll keep our business systems running smoothly ...

SAPP BROS

IT Systems Administrator (Remote)

Omaha, NE · Remote

Perform regular Windows patching, updates, and proactive system maintenance * Oversee backup ... Administer Active Directory, Group Policy (GPO), and related enterprise services * Monitor and ...

New

RevSpring Inc

JAMF / Intune System administrator

This role focuses on Apple devices (macOS, iOS, iPadOS) using Jamf Pro and Microsoft Windows using ... The duties may change from time to time. RevSpring does not discriminate against any group in ...

Mizzen+Main

System Administrator

Dallas, TX · On-site +1

And we have a good time doing it. Founded in 2012 with the belief that there is a better way ... ABOUT THE ROLE As the Systems Administrator, you'll keep our business systems running smoothly ...

GMV

System administrator

Naples, NC · On-site +1

Windows server 2XXX * Linux (Red Hat, Ubuntu, CentOs...) * Active Directory * Virtualization (VmWare) * Monitoring tools (Nagios) * Scripting (Bash and Powershell) * Cloud (Azure, AWS, Google Cloud.

GMV

System administrator

Naples, NC · On-site +1

Windows server 2XXX * Linux (Red Hat, Ubuntu, CentOs...) * Active Directory * Virtualization (VmWare) * Monitoring tools (Nagios) * Scripting (Bash and Powershell) * Cloud (Azure, AWS, Google Cloud.

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

As of May 29, 2026, the average yearly pay for flex time remote windows system 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 are the key skills and qualifications needed to thrive as a Flex Time Remote Windows System Administrator, and why are they important?

To thrive as a Flex Time Remote Windows System Administrator, you need strong expertise in Windows server administration, Active Directory management, and network troubleshooting, typically backed by a relevant IT degree or certifications such as CompTIA, MCSA, or MCSE. Familiarity with remote management tools (like PowerShell, RDP, and SCCM), virtualization platforms, and security protocols is essential. Exceptional problem-solving, time management, and clear communication skills help you efficiently support users and coordinate with distributed teams. These abilities ensure reliable system performance, secure operations, and productive collaboration in flexible, remote work environments.

What are some unique challenges faced by Flex Time Remote Windows System Administrators, and how can they be addressed?

Flex Time Remote Windows System Administrators often encounter challenges related to managing system updates, troubleshooting, and maintaining security across distributed environments. Working flexibly and remotely means coordinating with teams in different time zones and ensuring clear communication when resolving issues. To address these challenges, it's important to establish strong documentation practices, use robust remote monitoring tools, and maintain regular check-ins with team members to stay aligned on priorities and incident responses.

What is a Flex Time Remote Windows System Administrator?

A Flex Time Remote Windows System Administrator is an IT professional responsible for managing, maintaining, and troubleshooting Windows-based servers and systems, while working remotely with flexible working hours. This role involves tasks such as system updates, security monitoring, user account management, and ensuring system reliability. Flex time means the administrator can set their own work schedule within agreed parameters, rather than adhering to standard office hours. This setup is ideal for those who need adaptability in their work-life balance while supporting business IT operations.

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

AspectFlex Time Remote Windows System AdministratorFlex Time Remote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and system security remotelyConfiguring and maintaining network infrastructure, routers, switches remotely
Industry UsageIT services, enterprise environments, cloud providersTelecommunications, enterprise networks, data centers

Both roles often require similar certifications and work remotely in IT environments. The main difference is that the Windows System Administrator focuses on managing Windows servers and related systems, while the Network Administrator handles network infrastructure and connectivity. Your choice depends on whether you prefer working with server management or network hardware and configurations.

More about Flex Time Remote Windows System Administrator jobs
What cities are hiring for Flex Time Remote Windows System Administrator jobs? Cities with the most Flex Time Remote Windows System Administrator job openings:
What states have the most Flex Time Remote Windows System Administrator jobs? States with the most job openings for Flex Time Remote Windows System Administrator jobs include:
What job categories do people searching Flex Time Remote Windows System Administrator jobs look for? The top searched job categories for Flex Time Remote Windows System Administrator jobs are:
Flex Time Remote Windows System Administrator jobs near you
Infographic showing various Flex Time Remote Windows System Administrator job openings in the United States as of May 2026, with employment types broken down into 90% Full Time, 2% Part Time, and 8% Contract. Highlights an 94% Physical, and 6% Remote job distribution, with an average salary of $95,957 per year, or $46.1 per hour.
System Administrator-Richmond VA - Onsite

System Administrator-Richmond VA - Onsite

INFO ORIGIN INC

Richmond, VA • Remote

$40 - $45/hr

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

We are seeking a Systems Administrator to support and maintain secure, reliable, and high-performing IT infrastructure across on-premises and cloud environments.

Key Responsibilities
  • Administer Windows Server environments, Active Directory, Group Policy, DNS, and DHCP
  • Support Microsoft 365, Exchange Online, and Entra ID/Azure AD
  • Perform server patching, vulnerability remediation, and system maintenance
  • Monitor systems, troubleshoot issues, and provide Tier 2/3 support
  • Manage backup, recovery, and disaster recovery operations
  • Support security initiatives including MFA, system hardening, and compliance activities
  • Collaborate with infrastructure, network, security, and application teams
  • Participate in incident response, root cause analysis, and change management processes
Required Skills
  • 5+ years of Windows Server administration experience
  • Strong Active Directory and Group Policy knowledge
  • Experience with Microsoft 365 and Azure AD/Entra ID
  • Experience with patch management, backups, and system monitoring
  • Knowledge of VMware or Hyper-V virtualization
  • Experience with PowerShell scripting and troubleshooting
  • Familiarity with MFA, access control, and security best practices
  • Basic networking knowledge (DNS, DHCP)
Preferred Skills
  • Azure infrastructure and hybrid cloud experience
  • Intune or endpoint management exposure
  • SIEM/EDR and Conditional Access experience
  • Knowledge of NIST or regulated/government environments
  • Infrastructure automation and advanced PowerShell scripting experience
Skills

Windows Server | Active Directory | Group Policy | Microsoft 365 | Azure AD/Entra ID | VMware | Hyper-V | PowerShell | Patch Management | Backup & Recovery | DNS | DHCP | MFA | Security | Hybrid Cloud | Incident Response