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Remote Windows Server Jobs (NOW HIRING)

Endsight

System Engineer [Remote OR Hybrid]

Napa, CA · On-site +1

$38.46 - $62.50/hr

Support Windows Server and Active Directory environments * Assist with Microsoft 365, SharePoint ... Remote Access: RDS, Citrix, VPN * Virtualization: VMware, Microsoft Hyper-V * Wireless: Ruckus ...

nLeague

SQL server developer

Hartford, CT · Remote

CT CJIS Remote Job Project/System Overview Connecticut's Criminal Justice Information System (CJIS ... Windows Server 2019/2022 with SQL Server 2019/2022 - Development/Administration Microsoft SQL ...

Red Cup IT Inc

Systems Engineer

Los Angeles, CA · On-site +1

Monitor, maintain, and administer client servers, workstations, and network devices (Windows Server ... Configure and support Active Directory, Group Policy, DNS, DHCP, VPN, and remote access solutions.

Back Bay Networks

IT Specialist

Houston, TX · Remote

Perform onsite support at client locations in the Houston area when remote resolution is not feasible * Administer and support: * Windows Server (20122022) * Active Directory (users, groups, GPOs)

Back Bay Networks

IT Specialist

Houston, TX · Remote

Perform onsite support at client locations in the Houston area when remote resolution is not feasible * Administer and support: * Windows Server (2012-2022) * Active Directory (users, groups, GPOs)

Square 9 Softworks

Be Seen First

Implementation Specialist I (Entry Level)

New Haven, CT · Remote

$50K - $60K/yr

Install and configure Square 9 software in a Windows Server / IIS environment * Connect and ... Remote / Work‐from‐home * Occasional travel may occur but is rare * Must have a suitable home ...

Hirekeyz Inc

Network Administrator

Bristol, RI · Remote

Bristol, RI (On-site at various Town facilities and remote as needed) Duration: Long Term Contract ... Monitor and manage Town servers (Windows Server 2008, 2012, 2016, 2022), firewalls (SonicWALL TZ ...

SAIC

DevSecOps Engineer

CO · Remote

$54 - $70.75/hr

Remote Work, CO, US Date Posted: 2026-05-26 Category: Software Subcategory: SW Systems Engr ... The ideal candidate will concentrate on modernizing, upgrading, and managing Windows Server ...

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All JobsRemote Windows Server Jobs

Remote Windows Server information

See salary details

$89.5K

$107.8K

$124.5K

How much do remote windows server jobs pay per year?

As of Jun 5, 2026, the average yearly pay for remote windows server in the United States is $107,814.00, according to ZipRecruiter salary data. Most workers in this role earn between $98,500.00 and $117,000.00 per year, depending on experience, location, and employer.

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

AspectRemote Windows ServerRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, MCSA, MCSECompTIA Network+, Cisco CCNA, Microsoft certifications
Work EnvironmentServer management, system configuration, troubleshooting Windows Server environmentsNetwork setup, monitoring, security, and troubleshooting networks
Industry UsageIT, data centers, cloud servicesIT, telecommunications, enterprise networks
Common Search/ComparisonFocuses on server-specific roles and managementFocuses on network infrastructure and security

Remote Windows Server professionals primarily manage and troubleshoot Windows Server environments, focusing on server configuration and maintenance. In contrast, Remote Network Administrators oversee network infrastructure, ensuring connectivity and security. While both roles require networking and IT certifications, their daily tasks and focus areas differ significantly.

More about Remote Windows Server jobs
What cities are hiring for Remote Windows Server jobs? Cities with the most Remote Windows Server job openings:
What are the most commonly searched types of Windows Server jobs? The most popular types of Windows Server jobs are:
What states have the most Remote Windows Server jobs? States with the most job openings for Remote Windows Server jobs include:
What job categories do people searching Remote Windows Server jobs look for? The top searched job categories for Remote Windows Server jobs are:
Remote Windows Server jobs near you
Infographic showing various Remote Windows Server job openings in the United States as of May 2026, with employment types broken down into 79% Full Time, 4% Part Time, and 17% Contract. Highlights an 100% Remote job distribution, with an average salary of $107,814 per year, or $51.8 per hour.
System Engineer [Remote OR Hybrid]

System Engineer [Remote OR Hybrid]

Endsight

Napa, CA • On-site, Remote

$38.46 - $62.50/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 10 days ago

Job description

System Engineer [Remote OR Hybrid]
Department: Professional Services
Employment Type: Full Time
Location: Napa
Compensation: $38.46 - $62.50 / hour
Description
Location: Remote OR Hybrid
You're the kind of person who helps others succeed.
You're sharp, resourceful, and calm under pressure-the one people count on when technology misbehaves. You love solving problems, restoring order, and creating moments where others can breathe again because you've got it handled.
But lately, you might be craving a team that matches your standards-where doing great work and helping others thrive go hand in hand.
That's where Endsight comes in.
Who We Are
Endsight is a fast-growing IT Managed Service Provider built on one core belief:
When we help others thrive, we thrive too.
We partner with small and mid-sized organizations-including nonprofits-to ensure their technology performs flawlessly so they can focus on what they do best.
We're a team that learns fast, leans in, and looks out for one another. Life here feels like being part of a great university-you'll grow quickly, connect deeply, and do work that truly matters.
Benefits:
  • Medical- Company pays 100% of the base plan for the employee and family
  • Dental & Vision
  • 401(k) with employer matching
  • Accrued Paid Time Off
  • 9 Paid Holidays
  • Career Pathing

Purpose
Our System Engineers are responsible for designing, implementing, and supporting a variety of infrastructure and cloud-based technology solutions for clients. This role independently manages technical projects and implementations while collaborating with other departments and support teams as needed to deliver successful client outcomes.
The ideal candidate is highly self-motivated, organized, and comfortable owning projects from discovery through deployment in a fast-paced managed services environment.
What You'll DoInfrastructure & Network Engineering
  • Implement and support firewall, VPN, routing, switching, and wireless networking solutions
  • Assist with client network discovery, documentation, and infrastructure assessments
  • Design and deploy wireless networking solutions across various client environments
  • Support virtualization and remote access technologies including VMware, Hyper-V, RDS, Citrix, and VPN solutions

Microsoft & Cloud Technologies
  • Support Windows Server and Active Directory environments
  • Assist with Microsoft 365, SharePoint, Azure, and Azure Virtual Desktop deployments and migrations
  • Support Office 365 and G Suite environments
  • Assist with cloud infrastructure administration and modernization initiatives

Client & Project Support
  • Independently lead technical projects, deployments, upgrades, and infrastructure implementations
  • Collaborate with other departments and technical resources to deliver successful client solutions
  • Troubleshoot infrastructure and systems-related issues across multiple technologies
  • Maintain accurate technical documentation, project notes, and client communication
  • Manage priorities effectively while handling multiple client environments and projects
  • Adapt to evolving technologies and changing business requirements

What We're Looking For
Required Qualifications
  • Preferred 3+ years of IT project experience
  • Strong experience with Microsoft technologies including SharePoint, Azure, and Azure Virtual Desktop
  • Excellent customer service and communication skills
  • Strong analytical and problem-solving abilities
  • Ability to quickly learn new technologies and adapt to changing environments
  • Ability to collaborate effectively within a team environment
  • Strong organizational and time management skills with the ability to manage multiple priorities

Preferred Qualifications
  • Bachelor's degree in a related field or equivalent experience
  • Previous Managed Services Provider (MSP) experience highly preferred
  • Experience with PSA and/or RMM platforms preferred

Certifications Preferred--One or more of the following certifications is preferred:
  • CCNA or equivalent networking certification
  • CompTIA Network+ or Security+
  • Microsoft Server or Cloud certifications
  • VMware certifications

You will be working with the following technologies on a daily basis:
  • Microsoft Windows and Mac
  • Microsoft Windows Server/Active Directory
  • Office 365 / G Suite
  • Microsoft Azure
  • Microsoft SQL
  • Microsoft Exchange
  • SonicWALL, Cisco
  • Remote Access: RDS, Citrix, VPN
  • Virtualization: VMware, Microsoft Hyper-V
  • Wireless: Ruckus, Unifi, Meraki

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