Lead Executive IT Support Engineer– Level 3​/VIP

Lead Executive IT Support Engineer – Level 3/4 VIP Support

Join a high-impact team dedicated to supporting our most senior C-Suite executives and their Executive Admins. We're seeking a seasoned IT professional with deep technical expertise and polished interpersonal skills, who can thrive in a fast-paced, high-touch environment. You will play a critical role in delivering seamless, proactive, and confidential technology support for our most visible stakeholders.

• Deliver white-glove, end-to-end technical support to C-level executives and their support staff, ensuring exceptional experiences across Windows, macOS, mobile platforms (iOS/Android), and enterprise applications
• Serve as the primary escalation point and technical lead for complex IT issues involving Google Workspace (Gmail, Calendar, Drive, Docs, etc.), Microsoft Outlook/Exchange, and device management
• Provide advanced support and configuration for email, calendar, and contact synchronization across platforms (Google Workspace, Outlook)
• Manage and troubleshoot executive calendar conflicts, scheduling issues, delegation access, and integration with conferencing tools (Google Meet, Zoom, Teams)
• Administer and support Gmail and Outlook rules, mail routing, security settings, and multi-device sync for executive environments
• Proactively monitor, maintain, and optimize macOS and Windows-based hardware and software configurations to ensure performance and reliability
• Coordinate secure remote access, VPN, MDM tools, and endpoint protection solutions
• Develop and maintain runbooks and documentation tailored to VIP support workflows
• Work discreetly and effectively with Executive Admins to anticipate needs and preempt technical disruptions
• Collaborate with cross-functional IT teams and vendors to escalate and resolve persistent or systemic issues
• Contribute to continuous improvement of executive IT support processes, including onboarding/offboarding, lifecycle management, and emerging tech evaluations

• 8+ years of experience in executive IT support, enterprise helpdesk, or Level 4 technical roles
• Deep expertise in Google Workspace administration, including Gmail, Calendar, Drive, and security settings
• Strong proficiency in Microsoft Outlook/Exchange and integration with Google services
• Proven experience supporting and troubleshooting across macOS, Windows 10/11, and mobile platforms (iOS/Android)
• Familiarity with device management tools such as JAMF, Intune, Kandji, or similar
• Experience with remote support tools, secure communication platforms, and conferencing systems (Zoom, Google Meet, Microsoft Teams)
• Impeccable communication, discretion, and a calm demeanor under pressure
• A proactive, detail-oriented approach with a customer-first mindset and strong problem-solving skills

Type: Full-Time

Location: Santa Clara, CA;
Milpitas, CA;
Hayward, CA;
San Jose, CA;
San Mateo, CA;
Pleasanton, CA;
San Francisco Bay Area

Industry: IT Services and IT Consulting

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