It Support Specialist

We are seeking an experienced IT Support Specialist to provide high-touch technical support at a corporate headquarters environment in downtown Chicago. This position is ideal for someone who thrives in a face-to-face support role and has strong experience with JAMF, Active Directory, Microsoft 365 administration, and executive support.

You will be the go-to resource for employees and leadership, delivering white-glove support while managing endpoint administration, user access, device deployments, and enterprise collaboration technologies.

This is a highly visible role where communication skills, professionalism, and technical expertise are equally important.

• Endpoint Management
• JAMF administration
• Device deployment and provisioning
• macOS and Windows support
• Mobile device management (MDM)
• Endpoint compliance and lifecycle management
• Active Directory & Access Management
• User provisioning and deprovisioning
• Group and permission management
• Password resets and account troubleshooting
• MFA and authentication support
• Identity and access administration
• Microsoft 365 Administration
• Exchange Online
• Microsoft Teams
• One Drive
• SharePoint Online
• Licensing administration
• Advanced end-user troubleshooting
• Executive Support
• White-glove support for executives and leadership teams
• Conference room and AV support
• VIP troubleshooting and technology consultations
• Event and meeting technology support

The IT Support Specialist serves as a member of the corporate support team, providing advanced desktop, endpoint, and infrastructure support to employees and executive leadership.

This individual will manage the complete endpoint lifecycle, administer Microsoft 365 services, maintain Active Directory access, and provide hands-on support  role combines technical troubleshooting, administration, executive support, and onsite technology operations.

• Provide Tier 2 desktop and technical support for complex escalations
• Administer and support JAMF-managed Mac devices and Windows endpoints
• Manage device imaging, deployment, configuration, and lifecycle management
• Administer Active Directory users, groups, permissions, and access requests
• Support Microsoft 365 services including Exchange, Teams, One Drive, and Share Point
• Perform user onboarding, offboarding, and account provisioning activities
• Troubleshoot authentication, access, MFA, and account-related issues
• Support executive leadership with white-glove IT services
• Maintain conference rooms, collaboration technologies, and AV equipment
• Support town halls, leadership meetings, all-hands events, and corporate presentations
• Perform laptop refreshes, upgrades, migrations, and data transfers
• Provide walk-up desk support for onsite employees
• Coordinate mobile device deployments, upgrades, and returns
• Create and maintain technical documentation and knowledge base articles
• Partner with infrastructure, security, and global IT teams on strategic initiatives

• 3+ years of desktop support, executive support, or IT support experience
• Hands-on JAMF administration experience
• Strong Active Directory administration experience
• Experience managing Microsoft 365 environments
• Experience supporting both Windows and macOS systems
• Strong troubleshooting skills across hardware, software, and networking
• Experience supporting executives or VIP users
• Excellent customer service and communication skills
• Ability to resolve issues independently and manage competing priorities

• Experience with Microsoft Intune and Windows Autopilot
• Experience with Entra  (Azure AD) and Identity Access Management
• Experience supporting conference room technologies and AV systems
• Understanding of endpoint security and compliance best practices
• ITIL-based service management experience
• JAMF, Microsoft 365, Azure, or ITIL certifications

• IT Support Specialist
• Executive Support Technician
• Desktop Support Analyst
• Endpoint Management Administrator
• JAMF Administrator
• Systems Support Analyst
• Technical Support Engineer
• Corporate IT Support Specialist
• Desktop Engineer
• Mac Support Engineer

• Work directly at a corporate headquarters environment
• High visibility supporting executive leadership and key stakeholders
• Exposure to modern endpoint management technologies
• Opportunity to own JAMF administration and device lifecycle processes
• Blend of Microsoft 365 administration, access management, endpoint engineering, and executive support
• Collaborative technology environment with exposure to enterprise-scale IT…