Field Desktop Support Tech- L3/VIP Support Tech

OSI DigitalOrange County, CA
$20 - $38Onsite

About The Position

We are seeking a senior-level L3 Executive/VIP Support Technician with a proven track record of supporting C-suite leadership, board members, and high-profile stakeholders in demanding, high-visibility environments. This role is tailored for professionals who understand that executive support is not just technical—it is highly personalized, discreet, and mission-critical. As a trusted advisor to senior leadership, you will deliver seamless, white-glove technology experiences while acting as the highest escalation point for complex executive-facing issues. You will be expected to anticipate needs, operate with absolute discretion, and provide calm, decisive support in time-sensitive situations where downtime is not an option.

Requirements

  • 5+ years of IT support experience, including significant direct support for C-level executives or VIP stakeholders in a white-glove or executive support environment.
  • Proven experience operating as a senior escalation point (L3) for complex, high-impact issues affecting executive users.
  • Demonstrated ability to build trust with senior leadership, combining technical expertise with professionalism and executive presence.
  • Advanced troubleshooting expertise across Windows, macOS, iOS, Android, and Microsoft 365 ecosystems.
  • Hands-on experience with Intune, SCCM/MECM, Active Directory, PowerShell scripting, and endpoint security.
  • Strong understanding of networking fundamentals (TCP/IP, DNS, DHCP, VPN, remote access tools).
  • Experience supporting and managing executive collaboration and A/V environments.
  • Proven ability to perform under pressure in high-stakes, high-visibility situations with minimal supervision.
  • Excellent communication skills, with the ability to translate technical issues into clear, executive-level language.
  • High degree of discretion, confidentiality, and professionalism when handling sensitive executive information.
  • Self-directed, highly organized, and able to prioritize competing executive needs in real time.
  • Bilingual English/Korean strongly preferred.

Nice To Haves

  • Certifications such as CompTIA A+, Microsoft MD-102, Apple ACSP, or ITIL Foundation.
  • Experience supporting global executives, enterprise leadership teams, or multinational environments.
  • Familiarity with Jamf Pro and Apple ecosystem management.
  • Prior experience supporting international executive visits, board-level engagements, or high-profile delegations.
  • Hands-on experience with enterprise A/V systems (Crestron, Cisco Webex Rooms, or similar).

Responsibilities

  • Serve as the primary L3 escalation point for all executive/VIP support issues, owning incidents end-to-end with a white-glove, accountability-driven approach.
  • Provide concierge-level support directly to C-suite executives, board members, and visiting VIPs, ensuring a frictionless and interruption-free technology experience.
  • Build and maintain trusted relationships with executive stakeholders, acting as a reliable and discreet technology partner.
  • Perform advanced troubleshooting and root cause analysis across Windows, macOS, iOS, Android, and Microsoft 365 environments with urgency and precision.
  • Deliver proactive, anticipatory support, ensuring executive devices, applications, and meeting environments are always optimized and ready.
  • Architect, configure, and maintain executive-level device ecosystems, including laptops, mobile devices, and secure collaboration tools (Teams, Zoom, Webex).
  • Lead workstation engineering initiatives (PowerShell scripting, SCCM/MECM, Intune, endpoint hardening) to ensure stability, performance, and security at the executive tier.
  • Own and deliver executive A/V and boardroom support, including live troubleshooting for high-stakes meetings, presentations, and events.
  • Partner cross-functionally with infrastructure, networking, and security teams to resolve complex, business-critical issues with urgency.
  • Manage VVIP loaner devices with a focus on immediate readiness and premium user experience.
  • Maintain detailed documentation, SLA adherence, and reporting within ServiceNow or equivalent ITSM platforms.
  • Act as the on-site subject matter expert during executive visits, ensuring a polished and seamless technology experience.
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