Field Desktop Support Tech- L3/VIP Support Tech

OSI Digital, Inc.; California (MO); On-site; USD 90,000 - 130,000; Full time

Job summary

OSI Digital, Inc. is seeking a senior Field Desktop Support Tech- L3 Executive/VIP Support Tech in Orange County, CA.

This 6-month contract role focuses on high-visibility executive support, acting as the highest escalation point and delivering white-glove technology ownership for C-suite and VIP stakeholders. You will troubleshoot across Windows, macOS, iOS, Android, and Microsoft 365, manage Intune/SCCM/MECM, and lead A/V and boardroom support with discretion and professionalism.

Qualifications

• 5+ years of IT support experience, including direct support for C-level executives or VIPs
• Experience as senior escalation point (L3) for complex, high-impact issues affecting executives
• Ability to build trust with senior leadership and maintain executive presence
• Advanced troubleshooting across Windows, macOS, iOS, Android, and Microsoft 365
• Hands-on with Intune, SCCM/MECM, Active Directory, PowerShell and endpoint security
• Strong networking fundamentals (TCP/IP, DNS, DHCP, VPN) and remote access tools
• Experience with executive collaboration/A/V environments and boardroom support
• Discretion, confidentiality, and ability to work independently under pressure
• Excellent communication translated into executive-level language
• Bilingual English/Korean preferred

Responsibilities

• Serve as primary L3 escalation point for executive/VIP issues, owning incidents end-to-end
• Provide concierge-level support to C-suite, board members, and VIPs for seamless tech experiences
• Build trusted relationships with executive stakeholders and act as a discreet tech partner
• Troubleshoot across Windows, macOS, iOS, Android, and Microsoft 365 with urgency
• Deliver proactive support ensuring devices, apps, and meeting environments are optimized
• Architect and maintain executive devices ecosystems (laptops, mobiles, collaboration tools)
• Lead workstation engineering initiatives (PowerShell scripting, SCCM/MECM, Intune, endpoint hardening)
• Own executive A/V and boardroom support for live meetings and events
• Coordinate with infrastructure, networking, and security to resolve complex issues
• Manage VVIP loaner devices for immediate readiness and premium UX
• Maintain documentation, SLA adherence, and reporting in ITSM systems
• Be on-site SME during executive visits for polished experiences

Skills

Executive support

L3 escalation

Windows/macOS/iOS/Android

Microsoft 365

Intune

SCCM/MECM

PowerShell

Active Directory

Networking basics

A/V support

Tools

Intune

SCCM/MECM

Active Directory

PowerShell

Job description

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)