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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Senior System Engineer - 5583 - **Company:** Benchmark - **Location:** Sleepy Hollow, NY, United States - **Experience:** Expert - **Salary:** $80,000.0 - $90,000.0 - **Contract:** Permanent contract - **Skills:** Microsoft Windows, Active Directory, User Authentication, Microsoft Azure, Collaborative Software, Cyber Security, Databases, Database Connection, Dynamic Host Configuration Protocol, Domain Name System (DNS), IT Management, Virtual Private Networks (VPN), Python (Programming Language), Knowledge Management, Microsoft Security Essentials, Windows Servers, Virtual Desktops, Routing, Network Service, Windows PowerShell, Remote Access Technology, Remote Desktop Services, Azure Active Directory, Runbook, Service Pack, Software Deployment, TCP/IP, Virtual Machines, Software Vulnerability Management, Enterprise Software Applications, Firewalls (Computer Science), Microsoft InTune, Deployment Automation, Patch Management, Low-code, Mobile Computing, Servicenow - **Published:** October 18, 2026 - **Apply:** https://www.thejobnetwork.com/job/3a6bb01a-bc56-441a-ac99-aa3a25de3cd1/senior-system-engineer- ## About the Role * 5+ years of progressive experience in endpoint engineering, desktop engineering, workplace technology, or infrastructure operations. \n * 3+ years of experience administering enterprise endpoint management platforms. \n * Strong experience with Microsoft Intune, including configuration profiles, compliance policies, application deployment, Windows Autopilot, and device lifecycle management. \n * Experience with Microsoft Entra ID, including identity, groups, devices, and conditional access concepts. \n * Strong experience with Windows 10/11 Enterprise deployment, configuration, troubleshooting, patching, imaging, and lifecycle management. \n * Experience administering or supporting Azure Virtual Desktop (AVD), including host pools, user profiles, and remote desktop performance. \n * Experience with enterprise software deployment, patch management, endpoint security, and mobile device management. \n * Strong scripting and automation experience using PowerShell, Python, or similar technologies. \n * Experience with ServiceNow or another IT Service Management platform, including incident, request, change, asset, and knowledge management workflows. \n * Working knowledge of Windows Server, Active Directory-related services, DNS, DHCP, TCP/IP, routing, firewalls, VPN, and remote access technologies. \n * Ability to troubleshoot issues across endpoints, applications, servers, databases, networks, and identity services. \n * Strong documentation, communication, problem-solving, and root-cause analysis skills. \n * Experience working within ITIL/IT Service Management environments. \n * Healthcare or other regulated-industry experience is preferred. \n, * Microsoft Certified: Endpoint Administrator Associate or equivalent \n * Microsoft Certified: Azure Administrator Associate or equivalent \n * ITIL Foundation certification or demonstrated experience working within ITIL-aligned practices \n * Microsoft 365 Administrator Expert is a plus \n * Microsoft security, networking, cybersecurity, or Windows Server certifications are a plus \n ## Description Supporting an environment of 1,000+ endpoint devices, this individual will serve as a senior technical resource for complex endpoint, systems, device management, and virtual desktop issues. The role also requires a practical understanding of infrastructure dependencies, including Windows Server, networking, DNS, DHCP, VPN, firewalls, applications, databases, and identity services., n \n * Design, implement, and maintain enterprise endpoint management solutions using Microsoft Intune, Microsoft Entra ID, Azure Virtual Desktop, and Microsoft 365. \n * Develop and maintain endpoint standards, configuration baselines, images, and device lifecycle processes. \n * Lead initiatives involving endpoint modernization, Windows upgrades, virtual desktop optimization, and device standardization. \n * Develop automation and scripting solutions using PowerShell, Python, or similar technologies to streamline endpoint administration. \n * Automate software deployments, patching, provisioning, onboarding, offboarding, and routine support functions. \n * Partner with ServiceNow and IT leadership to automate operational workflows and reduce manual processes. \n * Ensure timely deployment of operating system, third-party application, and security patches. \n * Support troubleshooting of infrastructure and cloud dependencies including authentication, DNS, DHCP, file services, print services, remote access, and application connectivity. \n * Troubleshoot application and database connectivity issues, including server dependencies, service accounts, connection strings, permissions, and network communication paths. \n * Support digital workplace technologies including Microsoft 365, Teams Rooms, collaboration platforms, mobile computing, and remote access technologies. \n * Serve as a Tier III escalation point for complex endpoint, operating system, application, and virtual desktop issues. \n * Develop self-service solutions, technical documentation, runbooks, knowledge articles, and support procedures. \n * Mentor support analysts and other IT staff on endpoint engineering best practices. \n * Lead endpoint-focused projects and collaborate with infrastructure, cybersecurity, application, and managed service provider teams. \n * Support endpoint technologies utilized in healthcare and clinical environments while maintaining security, compliance, and operational continuity. \n, * Azure infrastructure services, including virtual machines, networking, storage, monitoring, and identity integration. \n * Microsoft Power Platform and low-code workflow automation. \n * Python or other automation languages. \n * Endpoint analytics, monitoring, vulnerability management, and configuration compliance tools. \n * Basic SQL Server and database connectivity knowledge. \n * Experience supporting healthcare, nonprofit, or other regulated environments. \n