Senior Endpoint Engineer

6-12 Month Contract to Hire Position

Location - Chicago, IL 60605 (5 days a week onsite to start)

Our client is looking to add a Senior Engineer to join our Endpoint Engineering team. As a member of the Endpoint Engineering Team, the Endpoint Engineer provides daily support and maintenance of the endpoint hardware, operating systems, applications, and associated infrastructure software. This role includes solving critical business incidents and collaborating with Traders, Service Desk personnel, and other support staff. A strong customer focus, proactive demeanor, ownership attitude, and sense of urgency are critical.

• Troubleshoot and resolve complex endpoint, application, and user experience issues, particularly in high-speed, high-availability trading environments.
• Support endpoint platforms and services across Windows and macOS, with a focus on reliability, standardization, security, performance, and software lifecycle management.
• Support and improve Microsoft Intune for endpoint configuration, compliance, patching, application deployment, device health, update rings, and policy management across physical and virtual endpoints.
• Help implement, manage, and improve self-service software experience through Company
• Portal and related tooling, including packaging Win32 applications, defining detection rules, uninstall logic, and app lifecycle governance.
• Support and improve Microsoft Autopilot enrollment and provisioning workflows, including zero-touch deployment, enrollment profiles, device preparation, and integration with Microsoft Entra ID and Microsoft 365, in partnership with Windows Engineering.
• Partner with engineering, security, and operations teams to implement improvements, support strategic initiatives, and maintain reliable endpoint services. Apply an engineering approach and automation mindset to eliminate repetitive work, improve support response times, and increase platform reliability.
• Develop and maintain automation and operational tooling to improve provisioning, software deployment, reporting, remediation, and endpoint administration.
• Leverage AI tools and workflows to improve support operations, technical documentation, knowledge management, reporting, and user experience, while applying appropriate governance, validation, and security controls.
• Participate in strategic and tactical meetings as needed, document solutions clearly, and participate in an on-call rotation for off-hours support.

What skills we’re looking for:

• Highly proficient in administering Windows and macOS operating systems in an enterprise environment.
• Experience with Microsoft Intune, including device configuration policies, compliance policies, Windows Update for Business, application deployment, reporting, and troubleshooting.
• Experience with Microsoft Autopilot and modern Windows provisioning, including enrollment profiles, device registration, reset/redeployment workflows, and integration with Entra ID, Conditional Access, and Microsoft 365.
• Experience designing and supporting self-service software deployment through Intune
• Company Portal or similar tools, including packaging, deployment targeting, dependency handling, detection methods, and uninstall workflows.
• Experience handling users, groups, and devices within Microsoft Entra ID (Azure), Active Directory (AD), Microsoft 365, and Jamf for macOS.
• Strong understanding of scripting and automation concepts used to improve endpoint administration, operational efficiency, and service delivery.
• Strong technical writing, documentation, and communication skills, with the ability to create clear user-facing and operational documentation.
• Demonstrable understanding of virtualization technologies such as VMware and Citrix.
• Solid understanding of Windows Server roles and enterprise services such as DNS, DHCP,
• Group Policy, file services, and endpoint security controls.
• Strong experience with software packaging and deployment using tools such as Intune, SCCM, Altiris, or equivalent platforms.
• Relevant certifications such as Microsoft, Jamf, VMware, Citrix, and networking are advantageous

Who you are:

• Somebody who takes pride in reducing operational complexity.
• Somebody who loathes repetitive tasks and itches to automate them.
• Somebody who deeply understands the environment in which they operate
• Somebody who measures everything and makes data-driven decisions.

The anticipated hourly rate range for this position is ($65-80/hr). Actual hourly rate will be based on a variety of factors including relevant experience, knowledge, skills and other factors permitted by law. A range of medical, dental, retirement and/or other benefits are available after a waiting period.