Windows Server Systems Engineer

Full-Time, Salary Range: $90,000 - $120,000 / year. US citizens only.

Blacktip® specializes in simplifying technology for organizations by offering expert consultation and implementation of cloud-first and mobile-first strategies, integrated IT solutions, and operational support. Backed by over 40 years of combined experience at Microsoft and other software firms, Blacktip® works with clients to modernize infrastructures and optimize the use of Microsoft technologies, such as Azure, Microsoft Copilot, SharePoint, and Teams. With a strong focus on enhancing security, productivity, and efficiency, Blacktip® delivers innovative solutions that align with clients' strategic goals.

Their certified team ensures seamless collaboration, simplified workflows, and technology that drives meaningful business outcomes for modern workplaces.

This is a full-time on-site opportunity located in Orlando, FL, for a Windows Server Systems Engineer.

The Windows Server Systems Engineer is responsible for the design, implementation, maintenance, and optimization of Windows Server environments for client and internal systems. This role requires deep technical expertise in Microsoft Windows Server, Active Directory, virtualization, and security, with a strong emphasis on reliability, performance, and documentation. The ideal candidate is hands‑on, technically curious, and comfortable supporting both project‑based work and ongoing operational needs.

• Install, configure, maintain, and troubleshoot Windows Server environments (2019, 2022, and newer)
• Manage Active Directory, Group Policy Objects (GPOs), DNS, DHCP, and certificate services
• Perform server hardening, patching, and lifecycle maintenance
• Monitor system performance, availability, and capacity
• Design and support virtualized environments (Hyper‑V, VMware)
• Manage storage, file services, and backup/restore solutions
• Support disaster recovery planning and testing
• Maintain documentation for server configurations and changes

• Implement Windows security best practices and baselines
• Manage certificates, authentication, and access controls
• Respond to security events and participate in remediation efforts
• Support audits and compliance requirements where applicable

• Use Power Shell to automate administrative tasks and system management
• Leverage Windows Admin Center and native Microsoft tools
• Improve repeatability and reliability through scripting and standardization

• Participate in server-related projects including upgrades, migrations, and new deployments
• Collaborate with project managers and other engineers to deliver solutions on time
• Provide escalation-level support for complex server issues
• Communicate technical information clearly to internal teams and clients

• 5+ years of hands‑on Windows Server administration experience
• Strong expertise in Active Directory and Group Policy
• Experience with virtualization platforms (Hyper‑V and/or VMware)
• Proficiency with Power Shell for administration and automation
• Solid understanding of networking fundamentals (DNS, TCP/IP, firewalls)
• Experience working in a managed services or consulting environment preferred

• Experience with Azure or hybrid (on‑prem + cloud) environments
• Microsoft certifications (e.g., Windows Server, Azure Administrator)
• Experience with backup, disaster recovery, and security tooling
• Familiarity with PSA/ticketing systems and structured project workflows
• Strong problem-solving and troubleshooting mindset
• Ability to work independently and as part of a collaborative team
• Comfortable owning issues through resolution
• Commitment to continuous learning and skill development

• A college degree is preferred.

Job Type: Full-time

• 401(k) + matching
• Health insurance
• Paid time off
• Vision insurance

• Performance bonus

• 8-hour shift

• IT systems support: 8 years (Required)

• English is your first language (Required)