Archived listing. The details below describe a past opening.
Required Skills & Experience
5–7+ years of Executive support, VIP support, and/or white-glove support experience with C-levels/owners of the business Significant experience directly supporting C-suite executives, senior leadership, owners, family-office users, or other high-profile stakeholders. Strong hands-on experience supporting both Mac and Windows environments (Mac and PC support experience is required. Candidates who are heavily experienced in only one environment will not be the right fit) Experience troubleshooting operating systems, laptops, desktops, printers, peripherals, and common end-user technology. Strong mobile-device support experience, including iPhones, iPads, device setup, enrollment, configuration, and application access. Experience supporting Microsoft technologies, including Microsoft 365, Outlook, Teams, and Office applications. Experience working with Azure, Entra ID, and Active Directory. Ability to provide both in-person and remote technical support. Excellent written and verbal communication skills. Strong executive presence with the ability to explain technical issues clearly and professionally. Ability to remain calm, composed, and solution-oriented when supporting demanding or frustrated users. High level of professionalism, discretion, sound judgment, and attention to detail. Ability to work independently and take ownership of an issue through resolution. Willingness and ability to work onsite in Rosemont five days per week.
Job Description
seeking an experienced IT Executive Support Analyst to provide dedicated, white-glove technical support to approximately 160 high-priority users. The user population includes company owners, family members, spouses and children, family-office personnel, C-suite executives, executive administrators, aviation and flight-coordination teams, clients, maintenance personnel, and household staff. This is not a traditional help desk position. The person will work directly with high-profile users who expect responsive, professional, and discreet support. The right candidate must be equally strong technically and interpersonally. They need to communicate clearly, remain composed under pressure, and confidently own issues through resolution.
The position is approximately:
40% in-person support 60% remote support The contractor will begin onsite five days per week to learn the environment, build relationships, and provide direct support. There may be an opportunity for a hybrid schedule after conversion, but this should not be presented as guaranteed.
Responsibilities
Provide white-glove technical support to owners, family members, C-suite executives, executive administrators, family-office personnel, aviation teams, and other high-priority users. Deliver approximately 40% in-person support and 60% remote support. Troubleshoot and resolve issues across both Mac and Windows environments. Support desktops, laptops, mobile phones, tablets, printers, peripherals, operating systems, and Microsoft applications. Set up and configure new phones, iPads, laptops, and other devices. Ensure devices are properly enrolled, secured, and configured for corporate access. Troubleshoot access issues involving internal applications, training platforms, payroll or W-2 information, and other business systems. Support Microsoft 365, Azure, Entra ID, Active Directory, and related Microsoft technologies. Troubleshoot home networking, internet connectivity, and technology issues associated with executive residences. Provide support for audiovisual systems, conferencing technology, presentations, executive meetings, and special events. Coordinate with Comcast, technology vendors, and other third-party providers supporting residential or executive environments. Escalate issues to networking, infrastructure, security, identity, or application teams when necessary. Document, manage, and track support requests through ServiceNow. Prioritize successful issue resolution and the executive experience over ticket-volume metrics. Maintain strict confidentiality when handling sensitive personal, financial, executive, and business information. Provide a polished, calm, and customer-focused experience even when users are frustrated or operating under time pressure.