Service Desk Specialist- Executive Support

Astreya; Chicago (IL); On-site; USD 90,000 - 120,000; Full time

Job summary

Astreya is seeking an Executive Desktop Support Specialist in Chicago, IL, to provide dedicated technical support to C-suite executives. The role requires expertise in resolving complex issues and managing high-visibility technology needs.

With a minimum of 8 years in IT, candidates must possess exceptional communication skills and a solid foundation in both macOS and Windows environments. This position ensures seamless digital experiences for executives, whether in the office or working remotely.

Qualifications

• 8+ years of IT experience with 3 years supporting executive-level clients.
• Exceptional verbal and written communication skills.
• Ability to handle confidential information discreetly.
• Deep expertise in tech environments and AV equipment.
• Ability to troubleshoot under pressure.

Responsibilities

• Provide concierge technical support for senior executives.
• Conduct regular health checks on executive hardware.
• Oversee technical setups for high-stakes meetings.
• Maintain updates within the ticketing system.
• Expedite procurement and deployment of hardware.
• Support secure remote access across platforms.
• Act as liaison between leadership and IT.

Skills

Technical mastery

Communication skills

MacOS/Windows expertise

Mobile Device Management

AV equipment knowledge

Networking security

Education

Bachelor's degree (B.S./B.A.)

Tools

Zoom Rooms

Webex Board

Microsoft Teams Rooms

Job description

The Executive Desktop Support Specialist will provide dedicated, high-touch technical support to our client’s C-suite and senior leadership team. This is a high-visibility role requiring a unique blend of technical mastery, elite communication skills, and the ability to remain calm under intense pressure. You will be the primary point of contact for all executive technology needs, ensuring seamless digital experiences whether they are in the boardroom, traveling, or working remotely.

Scope:

• Strategic Resolution: Uses professional concepts and organizational objectives to resolve high-stakes issues in creative, effective, and non-disruptive ways.
• Complex Analysis: Addresses intricate technical challenges where downtime has significant business impact, requiring in-depth evaluation of variable factors and immediate mitigation.

Your Roles and Responsibilities

• White Glove Support: Provide end-to-end concierge technical support for senior executives, prioritizing their requests to ensure zero productivity loss.
• Proactive Maintenance: Conduct regular "health checks" on executive hardware, software, and home office setups to identify and resolve issues before they are reported.
• Event & Boardroom Readiness: Oversee technical setups for high-stakes meetings, board presentations, and earnings calls, providing "on-call" presence to ensure flawless execution of AV and connectivity.
• Elite Documentation: Maintain rigorous updates within the ticketing system while ensuring the executive experience remains personal and frictionless; managing the "paperwork" behind the scenes.
• Lifecycle Management: Expedite the procurement, imaging, and deployment of premium hardware, ensuring a seamless transition and "out-of-box" readiness for all executive devices.
• Mobile & Remote Security: Support secure access to corporate networks, VPNs, and proprietary applications across various mobile platforms (iOS/Android) and remote environments, maintaining the highest security posture.
• Discreet Escalation: Act as the primary liaison between leadership and the broader IT organization, managing escalations with diplomacy and urgency.

Required Qualifications & Skills

• Experience: Bachelor’s degree (B.S./B.A.) and 8+ years of IT experience, with at least 3 years specifically supporting VIP or Executive-level clientele.
• Communication Mastery: Exceptional verbal and written communication skills, with the ability to explain complex technical concepts to non-technical leaders concisely.
• Professional Discretion: Proven ability to handle confidential information and sensitive environments with total integrity.
• Technical Versatility: Deep expertise in macOS/Windows environments, mobile device management (MDM), high-end AV equipment, and home networking/IoT security.
• Composure: A "steady hand" approach—the ability to troubleshoot and resolve critical technical failures while in the presence of senior leadership.

Preferred Qualifications

• Certifications such as ACSP (Apple Certified Support Professional) or Microsoft Role-Based Certifications.
• Experience with high-end conferencing platforms (Zoom Rooms, Webex Board, Microsoft Teams Rooms).
• Experience in high-growth tech environments or financial services.