Field Desktop Support Tech- L3/VIP Support Tech at OSI Digital – Orange County | Jobyssey

Role: Field Desktop Support Tech- L3/VIP Support Tech
Type: Contract- 6 months
Location: Orange County, CA
Shift Timings: Open to rotational shifts 7 AM- 4 PM / 1 PM- 8 PM

Job Description:

Position Summary
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.

Key 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.

Required Qualifications

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.

Preferred Qualifications

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).

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