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Remote Windows Deployment Jobs in Florida (NOW HIRING)

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

... in Windows endpoint management, systems administration, application deployment, security controls ... Ability to work efficiently alone or with a team in a remote environment. Information Security ...

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Remote Windows Deployment information

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

AspectRemote Windows DeploymentRemote Systems Administrator
Primary FocusDeploying and configuring Windows OS remotelyManaging and maintaining IT systems remotely
Required SkillsWindows OS, imaging tools, scriptingNetwork management, security, troubleshooting
CertificationsMicrosoft Certified: Windows Server, CompTIA A+Microsoft Certified: Azure Administrator, CompTIA Network+
Work EnvironmentIT support teams, deployment labsIT departments, enterprise networks

Remote Windows Deployment focuses on remotely installing and configuring Windows OS on devices, often during initial setup or updates. In contrast, Remote Systems Administrators oversee ongoing system health, security, and performance remotely. Both roles require technical certifications and work within IT environments, but their core responsibilities differ: deployment versus management.

What are the most commonly searched types of Windows Deployment jobs in Florida? The most popular types of Windows Deployment jobs in Florida are:
What are popular job titles related to Remote Windows Deployment jobs in Florida? For Remote Windows Deployment jobs in Florida, the most frequently searched job titles are:
What cities in Florida are hiring for Remote Windows Deployment jobs? Cities in Florida with the most Remote Windows Deployment job openings:
Infrastructure Engineer

Infrastructure Engineer

Lee Health

Fort Myers, FL • On-site, Remote

$78.46K - $101.98K/yr

Full-time

Posted 24 days ago


Lee Health rating

6.8

Company rating: 6.8 out of 10

Based on 188 frontline employees who took The Breakroom Quiz

489th of 864 rated healthcare providers


Job description

Location: Remote - Florida
Department: IS Information Technology Svcs
Work Type: Full Time
Shift: Shift 1/8:00:00 AM to 4:30:00 PM
Minimum to Midpoint Pay Rate: $78,458 - $101,982 / Annual
$78,458 - $101,982 / Annual
Summary
We are seeking a Systems Engineer - Infrastructure to support the design, implementation, and maintenance of core enterprise infrastructure. This role is primarily remote, but candidates must reside in the greater Southwest Florida area and be available to come onsite periodically for major implementations, upgrades, and project support.
Position Summary
The Systems Engineer - Infrastructure is responsible for maintaining and optimizing enterprise infrastructure platforms that support Lee Health's clinical and operational environments. This role focuses on endpoint management, operating system deployment, enterprise system administration, and automation across a large-scale environment.
This position serves as a technical subject matter expert for infrastructure systems, providing advanced support, supporting system implementations, and helping ensure the stability, security, and performance of enterprise platforms.
Key Responsibilities
  • Administer and support enterprise infrastructure platforms including Microsoft SCCM and Windows endpoint environments.
  • Manage software deployments, patching, update compliance, and operating system deployment (OSD) across enterprise devices.
  • Build and maintain Windows OS images for workstation deployments.
  • Develop PowerShell scripts to automate processes, reporting, and system remediation.
  • Package and deploy enterprise applications using MSI, EXE, and scripted installations.
  • Monitor system performance and troubleshoot infrastructure issues.
  • Perform routine infrastructure maintenance including patching, upgrades, and system updates.
  • Provide Tier 3 technical support to IS teams and end users.
  • Assist with system implementations, infrastructure upgrades, and project deployments.
  • Participate in problem resolution and root cause analysis to improve system reliability.
  • Collaborate with vendors and internal teams to support infrastructure initiatives.

Required Qualifications
Intune (Microsoft Endpoint Manager)
• Device enrollment (Autopilot, Azure AD Join, Hybrid Join)
• App deployment (Win32 apps, Store apps, M365 apps)
• Configuration profiles & compliance policies
• Conditional Access integration
• Update rings / Feature update policies
• Endpoint security (Defender, BitLocker, firewall)
• Infrastructure Components
• Design and Architecture
Co-Management
• Workload shifting (compliance, updates, apps)
• CMG (Cloud Management Gateway) setup
• Tenant attach
• Hybrid vs cloud-native strategy
Migration Planning
• Application rationalization (what moves, what dies)
• GPO to Intune policy translation
• Device lifecycle redesign (imaging to Autopilot)
• Phased migration strategy (pilot to wave rollout)
Preferred Qualifications
Cloud & Identity
  • Microsoft Entra ID (Azure AD)
  • Device identities (Azure AD Join vs Hybrid)
  • Dynamic groups
  • Conditional Access policies
  • MDM/MAM concepts
  • Tenant architecture & RBAC
  • Licensing (E3/E5, Intune, EMS)

Autopilot & Modern Provisioning
  • Hardware hash/import process
  • Deployment profiles
  • ESP (Enrollment Status Page) tuning
  • Zero-touch provisioning strategy

Scripting & Automation
  • PowerShell (advanced)
  • WMI/CIM queries
  • Registry, services, scheduled tasks
  • Graph API (for Intune automation)
  • Packaging automation
  • Log parsing & troubleshooting scripts

Education & Experience
Bachelor's degree in Computer Science, Information Systems, or related field, or equivalent experience.
Minimum 3 years of experience in a systems or infrastructure engineering role.
Why Lee Health
Lee Health offers a collaborative technology environment where your work directly supports patient care. We provide competitive compensation, comprehensive benefits, and a flexible work environment supporting both remote and onsite collaboration.

What Lee Health employees say

Pay

Benefits

Hours and flexibility

Workplace

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Lee Health logo

About Lee Health

Sourced by ZipRecruiter

Lee Health is one of the largest public health systems in the U.S. and one of the largest not-for-profit public health systems in Florida. With 4 acute care hospitals; Lee Memorial, Healthpark Medical Center, Cape Coral Hospital and Gulf Coast Medical Center, two specialty hospitals; Gaisano Children's Hospital and The Rehab Hospital. Lee Physician Group with over 80 practices throughout Southwest Florida, a Regional Cancer Center, seven outpatient centers, three walk-in clinics and two pediatric outpatient facilities. HEALTHGRADES ranks Lee Healths four acute care hospitals in the top 5% in the nation for overall clinical excellence in 2019, 2020, 2021 AND 2022 and is included in America's 250 Best Hospitals

Industry

Health care and social assistance

Company size

10,000+ Employees

Headquarters location

Fort Myers, FL, US

Year founded

1916