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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Senior Systems Engineer - **Company:** UP Management, LLC - **Location:** Rock Island, IL, United States - **Experience:** Expert - **Salary:** $140,000.0 - $160,000.0 - **Contract:** Permanent contract - **Skills:** Proxmox, Microsoft Windows, Active Directory, Systems Engineering, Microsoft Azure, Backup Devices, Microsoft Online Services, Cloud Computing, Dynamic Host Configuration Protocol, Disaster Recovery, Domain Name System (DNS), Identity and Access Management, Microsoft Servers, Microsoft Software, Windows Servers, Routing, Windows PowerShell, Azure Active Directory, Server Virtualization, Virtual Local Area Networks, VMware VSphere, Software Vulnerability Management, Computer Network Technologies, Technical Debt, Firewalls (Computer Science), Microsoft InTune, Information Technology, Network Server, Legacy Systems - **Published:** October 28, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=9529babc665257fd ## About the Role * Strong knowledge of Windows Server, Active Directory, Group Policy, Microsoft Entra ID, Microsoft 365, and hybrid Microsoft environments. * Strong experience with server virtualization and enterprise infrastructure. * Strong PowerShell, automation, identity and access management, security, backup, disaster recovery, and infrastructure resiliency skills. * Strong troubleshooting skills and ability to diagnose complex issues spanning multiple technologies and infrastructure domains. * Working knowledge of enterprise networking sufficient to collaborate with network engineering resources. * Ability to evaluate technologies, solve complex problems, and develop practical technical recommendations. * Strong documentation and communication skills, with the ability to work effectively with technical and nontechnical stakeholders. * Ability to work effectively with legacy systems, technical debt, incomplete documentation, and ongoing change. * Ability to mentor and provide technical leadership without direct management authority. * Strong ownership, curiosity, accountability, and commitment to continuous improvement., * Bachelor's degree in information technology, computer science, or related field, AND 8+ years of relevant experience, OR equivalent combination of education and experience. * Proven experience designing, developing, deploying, and maintaining enterprise IT systems while supporting a strong cybersecurity posture. * Proven experience leading complex technical projects and developing strategies to identify and mitigate technology risks. * Proficiency with cloud computing, networks, servers, security, and related infrastructure technologies. * Proven ability to collaborate with stakeholders to achieve business objectives and technology strategies. ## Description * Design, implement, administer, secure, and troubleshoot server and systems infrastructure across a hybrid Microsoft environment. * Develop a comprehensive understanding of existing systems, configurations, dependencies, integrations, and technical debt. * Help design and implement next-generation server, storage, and virtualization architecture, including evaluating migration from VMware vSphere to Proxmox. * Administer and support Windows Server, Active Directory, Group Policy, Microsoft Entra ID, Microsoft 365, Azure, Exchange Online, Intune, Defender, and related Microsoft technologies. * Maintain technical ownership of identity infrastructure, server security, patching, vulnerability remediation, backup, restoration, and disaster recovery. * Develop PowerShell scripts and automation to improve efficiency, consistency, and scalability. * Serve as a senior escalation resource for complex infrastructure issues and lead cross-functional troubleshooting. * Collaborate with Systems, Network, Endpoint, and Cloud Engineers while providing mentorship and technical guidance. * Apply working knowledge of DNS, DHCP, VLANs, routing, switching, firewalls, and other networking technologies to troubleshoot infrastructure issues. * Develop and maintain infrastructure diagrams, technical documentation, configuration standards, operational procedures, recovery documentation, and technical decision records. * Identify undocumented or unsupported processes and systems and convert them into sustainable, repeatable practices. * Evaluate technologies and vendors and recommend solutions based on business needs, security, reliability, lifecycle, and supportability. * Lead infrastructure projects with the Vice President of IT and coordinate activities among internal teams, vendors, and stakeholders. * Identify aging or inadequate infrastructure and recommend replacement or remediation strategies. * Communicate technical issues, risks, options, and recommendations effectively to technical and nontechnical stakeholders. * Contribute to infrastructure strategy, technology roadmaps, and collaboratively established architecture decisions.