Senior Windows Server Infrastructure Analyst
Location: Lutz, FL (North Tampa Area)
Pay Rate: $60-$65/hr
Overview:
We are seeking a Senior Windows Server Infrastructure Analyst to support a large-scale server upgrade and modernization initiative. This role focuses on upgrading existing Windows Server environments (2016 2022/2025), improving system performance, and ensuring stability across a complex enterprise infrastructure.
This is a hands-on execution role, not a greenfield build position. You will be working within an established environment, helping modernize and stabilize critical systems.
What You ll Do
Windows Server Upgrades & Modernization
- Execute in-place upgrades from Windows Server 2016 to 2022/2025
- Migrate key server roles (Active Directory, DNS, DHCP, File Services, IIS, Certificates)
- Validate application compatibility and system functionality pre- and post-upgrade
- Plan and execute testing, rollback strategies, and production cutovers
- Decommission legacy systems after successful migrations
Active Directory Management
- Maintain and optimize Active Directory across multiple versions
- Monitor replication, FSMO roles, and overall AD health
- Clean up and improve Group Policy (GPO) performance
- Troubleshoot authentication issues (Kerberos, SPNs)
- Ensure secure AD configurations aligned with company policies
VMware & Virtual Infrastructure
- Support VMware ESXi hosts and vCenter environments
- Coordinate virtual machine migrations during upgrades
- Manage snapshots and rollback processes
- Adjust system resources (CPU, memory, storage) as needed
Troubleshooting & Support
- Diagnose and resolve server, network, and authentication issues
- Use structured troubleshooting methods to identify root causes
- Escalate hardware issues and coordinate vendor support
- Handle complex technical incidents in an enterprise environment
Security & Compliance
- Apply security hardening standards to upgraded systems
- Ensure compliance with internal IT security policies
- Address vulnerabilities identified during system assessments
- Support firewall rules and secure system segmentation
Disaster Recovery & Documentation
- Update disaster recovery plans and documentation
- Participate in DR testing and validation
- Maintain accurate system diagrams and configurations
What You Bring
Required:
- 5+ years of hands-on experience with Windows Server environments
- Proven experience upgrading Windows Server 2016 to newer versions (2022/2025)
- Strong expertise in Active Directory administration
- Experience with VMware ESXi and vCenter
- Solid troubleshooting skills across servers, networking, and virtualization
Preferred:
- Experience in enterprise environments
- Familiarity with Cisco networking (switching/routing)
- Experience supporting firewalls and SAN storage
- Bachelor s degree (or equivalent experience)
Technical Environment
- Windows Server 2016 (legacy) 2022/2025
- Microsoft Active Directory
- VMware ESXi & vCenter
- Cisco networking
- Enterprise firewalls
- SAN storage systems
Additional Requirements
- Must be able to work onsite 4 days per week (5 days during critical phases as needed)
- Candidates must meet company safety and compliance requirements
Why Join Us
- Be part of a large-scale infrastructure modernization effort
- Work in a complex, enterprise-level environment
- High-impact role with visibility across IT operations
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