Sr. Desktop Specialist (Remote)

General Purpose: Senior Desktop Specialist to support, troubleshoot, and continuously improve our Windows endpoint fleet. You'll be the go-to expert for our device management stack -- Windows Autopilot, Intune, and hybrid Azure AD (Entra ID) join -- and serve as the escalation point for complex identity and endpoint issues across a distributed, hybrid environment. This role blends hands-on technical support with process improvement: refining enrollment workflows, maintaining documentation, and mentoring junior team members. Reports to (Supervisor/Manager): Director, IT Operations Essential Duties and Responsibilities: Support and maintain Windows Autopilot and Intune enrollment processes, including hardware hash import, bulk enrollment, and white-glove provisioning. Monitor hybrid Azure AD join health across the domain -- diagnosing and resolving MDM auto-enrollment failures, AD site/subnet mapping gaps, and stale registry enrollment states. Assist with fleet modernization efforts: converting existing images and machines to modern management via Autopilot Reset, task sequences, and reprovisioning workflows. Administer and troubleshoot Microsoft 365, Entra ID, Exchange Online, and on-prem Active Directory in a hybrid identity environment. Develop and maintain end-user-facing documentation and enrollment guides for company-wide rollouts. Partner with security and network teams to close infrastructure gaps affecting device compliance and identity sync. Provide escalation support for complex endpoint, identity, and Exchange Online issues. Recommend tooling and process improvements for endpoint lifecycle management at scale. Work well together in a team environment. Required Qualifications: 5+ years of experience in systems administration or desktop support, with deep focus on Windows endpoint management. Hands-on expertise with Microsoft Intune, Windows Autopilot, and hybrid Azure AD (Entra ID) join scenarios. Strong working knowledge of Active Directory, Group Policy, and DNS/DHCP fundamentals as they relate to device enrollment. Practical experience with Microsoft Graph PowerShell for reporting and automation across Entra, Exchange Online, and device inventories. Solid understanding of Exchange Online administration, including mail flow, distribution groups, and dynamic group filters. Ability to diagnose infrastructure-level issues (e.g., missing AD site/subnet mappings, registry-level enrollment state) that affect fleet-wide device provisioning. Excellent documentation skills and comfort producing end-user-facing guides and internal runbooks. Strong troubleshooting instincts and the ability to work independently on ambiguous, multi-system problems. TPx is an Equal Opportunity / Affirmative Action employer. Qualified applicants will receive consideration for employment without regard to race, color, religious creed, sex (including pregnancy, childbirth, breast-feeding and related medical conditions), sexual orientation, gender identity, gender expression, national origin or ancestry, age, mental or physical disability (including medical condition), military or veteran status, political preference, marital status, citizenship, genetic information or other status protected by law or regulation. We are committed to providing reasonable accommodations for qualified individuals with disabilities. If you need assistance or an accommodation, please let us know during the application process. #LI-Remote Req: #26-0094