Executive Advisor

We are looking for an experienced Executive Advisor to provide high-touch technology and operational support for senior leadership. This long-term contract position is ideal for someone who combines executive-level judgment with strong hands-on expertise across end-user technology, meeting support, and audiovisual environments. The role works fully on site and plays a key part in keeping executive offices, leadership meetings, and priority events running smoothly. Success in this position requires sound judgment, discretion, and the ability to respond confidently when urgent technical issues arise.

Responsibilities:

• Deliver personalized technical assistance to senior executives and other designated leaders, ensuring reliable support in offices, meeting rooms, remote settings, and as needed during business travel.
• Oversee day-to-day headquarters support operations while guiding two executive support team members and aligning efforts with broader IT groups and external service providers.
• Prepare, test, and maintain conference room, presentation, and audiovisual technology to ensure readiness for board meetings, investor sessions, leadership updates, and other high-visibility events.
• Troubleshoot issues involving Microsoft 365, Teams, Intune, Windows, macOS, conferencing tools, and connected endpoint devices with a hands-on, service-focused approach.
• Anticipate technology risks before important meetings and establish practical backup options to protect continuity when last-minute issues occur.
• Coordinate deskside support activities for executive areas, maintaining a detail-oriented and dependable experience for users who require timely resolution and minimal disruption.
• Create and maintain clear support documentation, operating procedures, and meeting-readiness checklists to improve consistency and service quality.
• Partner with vendors and internal stakeholders to resolve complex incidents, support equipment needs, and uphold reliable performance across executive technology environments.
• Respond during off-hours or special events when leadership meetings or urgent business needs require additional technical coverage.
• Demonstrated experience providing white-glove IT support for executives, board members, or other senior stakeholders in a high-visibility environment.
• Strong working knowledge of Microsoft 365 technologies, including Teams and Outlook, as well as device management tools such as Intune.
• Hands-on ability to support and troubleshoot both Windows and macOS systems, along with common networking and endpoint issues.
• Proven experience with conference room technology, audiovisual systems, and live meeting support for presentations and executive events.
• Excellent communication skills, executive presence, and the ability to remain composed, discreet, and solutions-oriented under pressure.
• Background supervising or coordinating the work of support staff while maintaining a hands-on role in issue resolution.
• Strong planning, documentation, and operational discipline, with the ability to anticipate needs and prepare effective contingency plans.
• Availability to work fully on site in Chicago, Illinois, with flexibility for off-hours support as business demands require.