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Remote Windows System Administrator Jobs in Florida

Strive Pharmacy

GMP Systems Administrator

Alachua, FL · On-site +1

Remote (U.S.) - Candidates must be able to travel to our Alachua, FL facility as needed. Preference ... Serve as the site's primary technical owner and system administrator for all GMP-regulated ...

Carrier

DCIM Support Specialist

FL · On-site +1

$79K - $158K/yr

... remote operations. Preferred Qualifications * Windows System Administration skills. * Knowledge of Linux. * Experience with Web technologies (Web Services, IIS, XML, etc.). * Application Sys Admin.

Cordis

Senior Systems Engineer (REMOTE)

Miami Lakes, FL · On-site +1

$94K - $129K/yr

Experience with primarily Linux and Windows system administration roles in Azure, OCI, On-prem hosting with Deployment, Administration, Maintenance and Security CIS benchmarks, patching ...

Lee Health

Advanced Imprivata Administrator

Fort Myers, FL · Remote

$43.59 - $56.66/hr

Remote - Florida Department: IS Information Technology Svcs Work Type: Full Time Shift: Shift 1/8 ... Lee Health, one of the largest not-for-profit health systems in Florida, is seeking an experienced ...

Lee Health

Advanced Imprivata Administrator

Fort Myers, FL · On-site +1

$43.59 - $56.66/hr

Remote - Florida Department: IS Information Technology Svcs Work Type: Full Time Shift: Shift 1/8 ... Lee Health, one of the largest not-for-profit health systems in Florida, is seeking an experienced ...

Careficient

Senior Database Administrator

Stuart, FL · On-site +1

$44 - $60.50/hr

Recommend, design, and build out of new database systems cluster and high availability groups ... BENEFITS Fully remote position - applicants must reside and be authorized to work in the U.S.

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Remote Windows System Administrator information

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 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 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 Florida? The most popular types of Windows System Administrator jobs in Florida are:
What are popular job titles related to Remote Windows System Administrator jobs in Florida? For Remote Windows System Administrator jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Remote Windows System Administrator jobs in Florida look for? The top searched job categories for Remote Windows System Administrator jobs in Florida are:
What cities in Florida are hiring for Remote Windows System Administrator jobs? Cities in Florida with the most Remote Windows System Administrator job openings:
Remote Windows System Administrator jobs near you
Infographic showing various Remote Windows System Administrator job openings in Florida as of August 2026, with employment types broken down into 81% Full Time, 3% Part Time, 3% Temporary, and 13% Contract. Highlights an 6% In-person, and 94% Remote job distribution.

Application Administrator - Windows

Lucayan Technology Solutions LLC

Tampa, FL • On-site, Remote

Full-time

Re-posted just now

Job description

About Lucayan Technology Solutions LLC
At Lucayan Technology Solutions LLC, we deliver secure, innovative solutions in support of national defense and intelligence missions. As a trusted government contracting partner, we provide top-tier intelligence and technology services that safeguard our nation. Our team is mission-driven, and we are committed to building careers that matter.
Location: This is a US-based remote position, with candidates in the Tampa Bay area preferred.
  • Tampa-based employees may have the possibility of transitioning to a hybrid schedule in the future, requiring periodic onsite presence at our Tampa, FL location.

Employment Type: Full-Time Core business hours with on-call availability
Security Clearance: minimum T3 required
Job Summary
We are seeking an experienced Windows Application Administrator to provide technical support for enterprise application administration on a federal government IT program. You will administer Windows Server-hosted applications, collaborate with team members, maintain STIG compliance, and serve as a technical escalation point for Windows environment issues.
Key Responsibilities
  • Perform technical operations for enterprise Windows application administration in a federal IT environment
  • Collaborate with and support junior application administrators on Windows platforms
  • Execute application deployment, patching, monitoring, and incident response on Windows Server environments
  • Maintain STIG configurations and drive cybersecurity compliance across all Windows-hosted systems
  • Coordinate with infrastructure, cybersecurity, and development teams to sustain application environments
  • Develop and maintain SOPs, network diagrams, and technical documentation
  • Participate in disaster recovery testing and technology refresh planning for Windows-hosted applications
  • Serve as a technical escalation point for Windows environment issues

Required Qualifications
  • U.S. Citizenship required
  • Security Clearance: minimum T3 required
  • Bachelor's degree OR current Microsoft certification (Azure Administrator Associate or Windows Server Hybrid Administrator)
  • Minimum 5 years of Windows Server and application administration
  • Strong experience with Windows Server, IIS, Active Directory, and enterprise application management
  • Familiarity with security hardening, STIG compliance, and patch management practices

Preferred Qualifications
  • Experience with web/application servers (Apache, Tomcat) in Windows environments
  • Familiarity with Splunk or similar SIEM platforms
  • Cloud-hosted application environment experience (OCI, Azure, or AWS)
  • Background in federal IT with DoD security compliance responsibilities

Certifications
  • Microsoft certification preferred (Azure Administrator or Windows Server Hybrid)
  • Security+ or DoD 8570 baseline a plus

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