Lead IT Support Engineer — AI-Driven Ops & VIP Support

Schmidt Entities

Edison (CA)

On-site

USD 110,000 - 165,000

Full time

14 days+

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Job summary

Hillspire, LLC seeks a Lead IT Support Engineer to lead a team delivering high-touch IT support for 900+ users across West Coast offices. The role emphasizes AI and automation to improve help desk operations, self-service, and documentation.

You will mentor engineers, manage escalations, and ensure SLAs while maintaining executive support, strong security, and seamless collaboration across Google Workspace, Jira, Confluence, and enterprise tools.

Qualifications

  • Bachelor's degree in IT or related field or equivalent experience.
  • 7+ years IT support, including senior/lead/escalation roles.
  • Experience supporting executives in high-touch environments.
  • Strong hands-on with Google Workspace and multi-OS (macOS, Windows, iOS, Android).
  • Identity management, MDM, endpoint security, ITSM, and collaboration tooling (Okta, Jira Service Management, Zoom, Slack, GAM, M365).
  • Experience with enterprise AI platforms (ChatGPT Enterprise, Claude, Gemini, Atlassian Rovo).
  • Leadership, mentoring, and driving process improvements.

Responsibilities

  • Provide technical guidance and daily coordination for IT support team.
  • Serve as escalation point for complex or high-priority issues.
  • Coordinate coverage and workload across West Coast offices.
  • Lead incident response and communications for major outages.
  • Promote documentation, knowledge sharing, and IT processes.
  • Participate in hiring, onboarding, and performance feedback for junior staff.
  • Support executives and VIPs with discretion and high-touch service.
  • Administer IT tools and end-user platforms for optimal performance.

Skills

IT leadership
End-user support
Google Workspace
macOS
Windows
iOS & Android
Okta/IAM
Jira Service Management
Confluence
AI tooling/automation
Networking basics

Education

Bachelor's degree in information technology or related

Tools

Okta
Jira Service Management
Confluence
Zoom
Slack
GAM
Microsoft 365
ChatGPT Enterprise

Job description

Hillspire, LLC seeks a Lead IT Support Engineer to lead a team delivering high-touch IT support for 900+ users across West Coast offices. The role emphasizes AI and automation to improve help desk operations, self-service, and documentation.

You will mentor engineers, manage escalations, and ensure SLAs while maintaining executive support, strong security, and seamless collaboration across Google Workspace, Jira, Confluence, and enterprise tools.

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