Location: Chicago, IL
Salary: $50.00 USD Hourly - $55.00 USD Hourly
Description: Executive IT Support Manager / Senior ManagerLocation: Chicago, IL (Onsite - 5 Days/Week)
Job Type: Contract-to-Hire
About the OpportunityWe are seeking an experienced
Executive IT Support Manager / Senior Manager to lead headquarters IT support operations while providing hands-on, white-glove technology support to executive leadership. This is a highly visible role supporting C-suite executives, Board members, and senior leadership while overseeing a small team responsible for executive support services, AV technologies, and workplace technology operations.
The ideal candidate is a hands-on "player-coach" with exceptional executive presence, strong technical expertise, and the ability to thrive in high-pressure environments where reliability, responsiveness, and discretion are critical.
Key ResponsibilitiesExecutive & VIP Support- Provide white-glove IT support to senior executives, including the CEO and executive leadership team.
- Serve as the primary escalation point for complex technical issues impacting executive users.
- Anticipate executive needs by proactively validating devices, connectivity, meeting technology, and support readiness.
- Support executives both onsite and remotely, ensuring a seamless technology experience.
- Build trusted relationships with executives and executive assistants through professionalism, responsiveness, and discretion.
Leadership & Team Management- Lead and mentor a team of Executive Support Engineers.
- Manage day-to-day headquarters support operations, ticket queues, escalations, and service delivery.
- Establish service standards and ensure consistent execution of support processes.
- Balance operational leadership responsibilities with direct hands-on support.
- Drive continuous improvement initiatives and root-cause analysis efforts.
Board Meetings & High-Visibility Events- Plan and execute technology support for Board meetings, executive leadership sessions, investor events, and other high-profile meetings.
- Coordinate with executive assistants, facilities, security, communications teams, vendors, and technology partners.
- Conduct room readiness reviews, AV testing, connectivity validation, and meeting rehearsals.
- Develop contingency plans and backup solutions to ensure flawless event execution.
- Provide live support during critical meetings and rapidly resolve technical issues when they arise.
Headquarters IT Operations- Oversee headquarters technology support including:
- Deskside support
- Conference rooms
- Microsoft Teams Rooms
- Printers and peripherals
- Executive offices
- Audiovisual (AV) systems
- Manage device setup, imaging, deployment, troubleshooting, and lifecycle activities.
- Maintain documentation, support playbooks, inventory records, and knowledge articles.
- Partner with facilities and workplace services on office moves, upgrades, and technology projects.
Required QualificationsTechnical Skills- 8+ years of IT support experience in enterprise environments.
- Significant experience providing executive and VIP technology support.
- Expertise supporting both Windows and macOS environments.
- Experience with:
- Microsoft 365
- Microsoft Teams
- Outlook
- OneDrive
- SharePoint
- Intune
- Entra ID / Active Directory
- Strong device imaging and deployment experience.
- Hands-on troubleshooting experience with:
- Laptops and desktops
- Mobile devices
- Printers and peripherals
- Docking stations and monitors
- Experience supporting AV and conferencing technologies, including:
- Microsoft Teams Rooms
- Cameras
- Microphones
- Presentation systems
- Conference room technology
- Working knowledge of networking concepts including:
- Wi-Fi
- VPN
- DNS
- DHCP
- Authentication technologies
Leadership Experience- 3+ years of team leadership, management, or service ownership experience.
- Experience leading support operations in a high-touch enterprise environment.
- Proven ability to manage multiple priorities while maintaining exceptional customer service.
Preferred Qualifications- Bachelor's degree in Information Technology, Computer Science, Business, or a related field.
- ITIL, Microsoft, Apple, CTS/AVIXA, or other relevant certifications.
- Experience supporting Board of Directors meetings, executive leadership events, or similarly high-stakes environments.
Desired Soft Skills- Strong executive presence and communication skills.
- Ability to remain calm and professional under pressure.
- Excellent problem-solving and troubleshooting capabilities.
- Proactive mindset with the ability to anticipate issues before they occur.
- Strong attention to detail and organizational skills.
- Exceptional discretion when handling confidential information.
- Ability to create contingency plans and quickly adapt when circumstances change.
Work Environment- 100% onsite at the Chicago headquarters.
- Flexibility to support early morning, evening, weekend, and after-hours executive events when required.
- Occasional travel may be necessary to support leadership meetings and corporate events.
- Hands-on role requiring physical interaction with workplace technology equipment and conference room technology.
Medical, dental, and vision insurance are available to qualified candidates who meet eligibility requirements.
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