Executive IT Support Manager

Location: Chicago, IL – Fulton Market Work Setting: 100% Onsite

Schedule: Monday–Friday, approximately 8:00 AM–5:00 PM, with flexibility for occasional after-hours executive and event support Contract: 4–6 months, with conversion to full-time

Travel: Approximately quarterly for executive and high-visibility meetings Start: ASAPThis is a highly visible player-coach role combining IT leadership with direct, hands-on support for senior executives. The individual will oversee day-to-day headquarters IT support operations, lead Executive Support Engineers, and personally provide white-glove support to C-suite and other VIP users.

Key Responsibilities: Provide hands-on, white-glove technology support to CEO, C-suite, and senior executive users Lead day-to-day headquarters IT support operations and provide direction to Executive Support Engineers Troubleshoot complex issues across Windows, macOS, Microsoft 365, Teams, Outlook, Intune, Jamf, mobile devices, connectivity, printers, peripherals, and workplace technology Support Microsoft Teams Rooms, conference rooms, AV technology, and high-visibility executive meetings Perform proactive technology health checks and ensure meeting spaces are tested and ready Support executive onboarding and other confidential technology needs Monitor support queues and ensure issues are appropriately owned and resolved Develop backup plans and quickly respond when technology issues arise during high-pressure meetings or events Provide occasional support for executives traveling or working from alternate locations Required Experience 8+ years of progressive IT support, deskside, executive support, workplace technology, or related experience Significant hands-on experience directly supporting CEO, C-suite, SVP, or other senior executive users Previous IT leadership, team lead, or support management experience Strong hands-on troubleshooting across both Windows and macOSStrong Microsoft 365, Teams, Outlook, and Intune experience Experience with Jamf or similar MDM environments Experience supporting enterprise AV, Microsoft Teams Rooms, and high-profile meetings Ability to remain technically hands-on while leading day-to-day IT support operations Strong communication skills, discretion, organization, and executive presence Ability to remain calm and solutions-focused in high-pressure situations Preferred Experience supporting Board, investor, executive leadership, or other high-visibility meetings Service Now experienceITIL, Microsoft, Apple, AVIXA/CTS, or related technical certifications Bachelor's degree in IT, Computer Science, Business, or a related area; equivalent experience may also be considered The ideal candidate is a proactive, disciplined IT leader who can anticipate problems, prepare backup plans, lead a support team, and personally step in to resolve an executive technology issue when needed.