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Remote Windows Server Administrator Jobs in Portland, OR

MSP Hire, Inc.

MSP Systems Administrator

Beaverton, OR · Remote

$70K - $90K/yr

Manage Windows Server environments (AD, DNS, DHCP, file services) * Troubleshoot Group Policy and ... Remote role with some travel as needed - must be located in the West Coast Powered by JazzHR ...

Robert Half

Office 365 Administrator

Beaverton, OR · Remote

$30 - $35/hr

Remote with local onsite client visits (Portland Metro Area) Schedule: Part-Time (5 to 10 hours per ... Manage Windows updates and patching for servers and workstations. * Troubleshoot Windows desktops ...

Robert Half

HCHB Systems Administrator

Vancouver, WA · Remote

$35 - $45/hr

This position is 100% Remote and is a 2 month contract with the possibility of extension or conversion. Apply today! Duration: 2 month contract with potential to extend/convert Schedule: Monday ...

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Amy Cell Talent

Sr. Technical Consultant

Portland, OR · On-site +1

Windows and Linux environments - server administration, permissions management, service configuration, and troubleshooting. * SSH and remote access tooling to manage and diagnose infrastructure in ...

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All JobsWindows Server Administrator JobsRemote Windows Server Administrator JobsRemote Windows Server Administrator Jobs in Portland, OR

Remote Windows Server Administrator information

See Portland, OR salary details

$10

$45

$76

How much do remote windows server administrator jobs pay per hour?

As of Aug 1, 2026, the average hourly pay for remote windows server administrator in Portland, OR is $45.05, according to ZipRecruiter salary data. Most workers in this role earn between $35.96 and $53.27 per hour, depending on experience, location, and employer.

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

AspectRemote Windows Server AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentServer management, OS configuration, troubleshootingNetwork infrastructure, routers, switches, security
Employer & IndustryIT departments, data centers, cloud providersTelecom, enterprise networks, service providers
Common Search/ComparisonFocus on server OS, virtualization, storageFocus on network setup, security, connectivity

The Remote Windows Server Administrator primarily manages Windows server environments, focusing on server OS, virtualization, and storage. In contrast, the Remote Network Administrator handles network infrastructure, including routers, switches, and security. Both roles require similar certifications and often work in IT or enterprise settings, but their core responsibilities differ significantly.

What are popular job titles related to Remote Windows Server Administrator jobs in Portland, OR? For Remote Windows Server Administrator jobs in Portland, OR, the most frequently searched job titles are:
What job categories do people searching Remote Windows Server Administrator jobs in Portland, OR look for? The top searched job categories for Remote Windows Server Administrator jobs in Portland, OR are:
What cities near Portland, OR are hiring for Remote Windows Server Administrator jobs? Cities near Portland, OR with the most Remote Windows Server Administrator job openings:
Remote Windows Server Administrator jobs near you

MSP Systems Administrator

MSP Hire, Inc.

Beaverton, OR • Remote

$70K - $90K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 7 days ago

Job description

Heroic Technologies is a growing Managed IT and Cybersecurity firm serving professional services organizations across the West Coast. 

Despite the name, we believe great outcomes come from strong systems and teamwork, not last-minute rescues. We operate on standards, not heroics. Documentation, accountability, and disciplined execution matter here. 

Our environment rewards engineers who value structure, repeatability, and long-term improvement over ad-hoc fixes. If you’re an engineer who prefers long-term system health over firefighting, we’d love to meet you. 
 

The Role 

We are hiring an MSP Systems Administrator to actively support and help manage client infrastructure environments. In this role, you will take ownership of day-to-day administration across standard Windows server, identity, and network environments, independently resolving routine to moderately complex issues while escalating advanced challenges to senior engineers when needed.
This position is designed as a growth track role, offering hands-on exposure to a wide range of technologies and mentorship from senior team members, with a pathway toward becoming a full Systems Administrator as your skills and experience expand.


What You’ll Do  

  • Manage Windows Server environments (AD, DNS, DHCP, file services) 

  • Troubleshoot Group Policy and identity issues 

  • Manage firewall and VPN configurations 

  • Support VLAN and subnet design within defined standards 

  • Lead infrastructure upgrades and migrations 

  • Implement secure Microsoft 365 and other cloud configurations 

  • Reduce repeat issues through documentation and training 


At Heroic, infrastructure stewardship means ownership. 

  • You are accountable for the stability, reliability, and security of assigned client environments. 

  • You resolve most infrastructure issues independently and confidently. 

  • You operate within defined standards—and contribute to improving them. 

  • You document your work so others can execute it without you. 

  • You elevate the capability of the team, not just your own skill set. 

Bottom line, you are not just supporting servers, networks and systems. You are responsible for keeping them stable, secure, and aligned to standards. 
 

What We're Looking For

  • At least one year of hands-on IT infrastructure experience

  • One year of experrience in an MSP or IT services environment

  • Windows Server administration experience 

  • Firewall/VPN configuration and administration 

  • Strong networking fundamentals 

  • Proven troubleshooting methodology 


Preferred Competencies 

  • MS-102 (or ability to obtain within 90 days) 

  • Network+ 

  • Security+ 


HR Information 

  • Full Time, permanent position 

  • Salary: $70,000-$90,000 

  • Medical, Dental, Vision (TriNet) 

  • 401(k) with match 

  • PTO + Holidays 

  • Professional development budget 

  • Remote role with some travel as needed - must be located in the West Coast