The Senior Manager, Executive VIP IT Support role is a fully onsite, contract-to-hire position based at the client’s Chicago (Fulton Market) headquarters. This hands-on IT leadership role delivers white-glove support for executives, manages HQ IT service execution, and acts as the final escalation point for time-sensitive incidents and key events.
Role Overview
In this position, you will lead daily onsite IT readiness for executive and office needs, oversee service desk ticket flow and documentation, and provide direct VIP support to the CEO and senior leaders. The role requires strong presence during urgent, high-visibility moments, plus the ability to coordinate with broader IT teams to resolve complex issues quickly. This position reports to the Senior Director of IT Operations.
Onsite Responsibilities
- Lead onsite IT support operations at HQ and ensure daily readiness for executive and office needs
- Oversee ticket flow/queues and maintain proper documentation, including after-the-fact ticket creation when executives bypass process
- Run daily health checks for rooms, printers, and critical office technology
- Plan for high-profile meetings with test calls and final pre-meeting validation
- Deliver white-glove, hands-on executive support for Windows/macOS, Microsoft 365, conferencing, and endpoint issues
- Act as the final escalation stop during time-sensitive incidents and maintain calm, credible incident leadership
- Partner with broader IT teams (security, networking, infrastructure) to resolve complex issues
Team Coverage & Reporting Lines
Onsite coverage includes a deskside engineer (imaging and end-user support), an AV engineer (meeting rooms and conferencing), and an existing onsite IT Support Manager currently out on long-term disability. This role may oversee them if and when they return.
Required Qualifications
- Proven experience supporting C-suite executives and executive assistants in a high-pressure HQ environment
- Strong hands-on troubleshooting across Windows, macOS, Microsoft 365 (Teams/Outlook), and AV/conferencing environments
- Demonstrated ability to lead a small onsite team while remaining closely involved with technology (not delegation-only management)
- Strong executive presence, with the ability to stay organized, proactive, calm, and effective during urgent or high-visibility moments
Technology Stack
Key technologies include Windows, macOS, Microsoft 365, Outlook, Teams, Intune, Jamf, ServiceNow, Cisco, Logitech, and Zoom.
Schedule & Work Model
- Location: 100% onsite in Chicago, IL (Fulton Market)
- Hours: Monday to Friday, 8:00am to 5:00pm, with flexibility as needed around executive schedules
- After-hours expectations: Not a formal on-call rotation, but responsiveness outside business hours may be required for executive needs and key events
Contract Details
- Employment type: Contract to hire
- Duration: 4 to 6 months
- Compensation: USD $80–$90 per hour
Benefits
Consultants may be eligible to enroll in medical, dental, and vision benefits.
Interview Process
- Step 1: ~15-minute initial screen
- Step 2: 60-minute panel interview
- Step 3: Final leadership interview
