Senior Endpoint Support Engineer — Remote Lead

Connection; Schaumburg (IL); Remote; USD 90,000 - 130,000; Full time

Job summary

Connection has a fantastic opportunity for a Senior Endpoint Support (Desktop) Engineer. This long-term contract position is remote and includes benefits, serving as a senior escalation point for complex endpoint issues and mentoring junior technicians.

The role focuses on advanced Windows desktop, Microsoft 365, and endpoint management, while collaborating with cross-functional teams to deliver stable, secure endpoint experiences.

Qualifications

• 5–8+ years in desktop or endpoint support/engineering.
• Experience in enterprise Microsoft Windows environments.
• Strong knowledge of Microsoft 365, AD, Intune, Autopilot, and endpoint management.

Responsibilities

• Serve as Tier 3 escalation point for complex desktop and endpoint issues.
• Troubleshoot Windows desktop, Microsoft 365, and endpoint management issues.
• Provide leadership and mentorship to Desktop Support engineers.
• Manage Microsoft endpoint technologies including Microsoft 365, Active Directory, Intune, Windows Autopilot, and Microsoft Entra ID.
• Manage endpoint provisioning, configuration, deployment, and lifecycle management.
• Assist with endpoint security, device compliance, software deployments, and policy management.
• Work collaboratively with infrastructure, security, and application teams to resolve cross-functional issues.
• Document technical solutions, standard operating procedures, and best practices.

Skills

Desktop Support

Endpoint Support

Windows Enterprise

Microsoft 365

Active Directory

Intune

Windows Autopilot

Mentoring

Communication

Remote Work

Tools

Microsoft 365

Active Directory

Intune

Windows Autopilot

Entra ID

Job description

Connection has a fantastic opportunity for a Senior Endpoint Support (Desktop) Engineer. This long-term contract position is remote and includes benefits, serving as a senior escalation point for complex endpoint issues and mentoring junior technicians.

The role focuses on advanced Windows desktop, Microsoft 365, and endpoint management, while collaborating with cross-functional teams to deliver stable, secure endpoint experiences.