IT Systems Lead — AI-Driven Ops & Security

Launch Tennessee; San Francisco (CA); On-site; USD 115,000 - 156,000; Full time

Benefits offered by this job

Health benefits

401(k)

Flexible vacation

Holidays observed

Parental leave

Equity

Job summary

Pilot is seeking an IT Operations professional to own the San Francisco office IT needs and be the primary contact for employees. You will manage Okta, MDM, Google Workspace, and a range of SaaS tools while enabling AI-driven operations.

The role collaborates with Security, Legal, People, and executives in a fast-paced hybrid environment. Excellent hands-on expertise with Okta, Kandji/Iru, Intune, and AV, plus SOC 2/ISO27001 familiarity, are essential.

Qualifications

• 5+ years in IT with lead or sole admin experience at a SaaS or similar tech company with hybrid workforce.
• Deep hands-on Okta experience, including Workflows, complex Authentication flows and automations.
• AI-enabled and agile, using frontier AI tools to improve team efficiency.
• Experience managing Macs with an MDM; some Windows experience.
• Comfort owning AV, conference rooms, and events end to end.
• Familiar with SOC 2 and ISO27001 controls and a compliance platform like Drata or Vanta.

Responsibilities

• Run day-to-day IT for the SF office and provide remote support for the team, including onboarding/offboarding and helpdesk tickets.
• Administer Okta: app integrations, sign-on/MFA policies, and lifecycle automation.
• Manage Mac and Windows fleets through MDM (Kandji/Iru and Intune), including zero-touch deployment and asset lifecycle.
• Administer Google Workspace and a wide range of SaaS tools (Slack, Zoom, GitHub, Dropbox, etc.).
• Own conference room and AV support: Zoom Rooms and scheduling displays.
• Support the development of the InfoSec program, including SOC 2 evidence gathering and internal audits.
• Administer and support an enterprise AI stack: manage permissions, connectors, and capabilities for tools like ChatGPT or Claude for Enterprise.
• Support office networking: Wi‑Fi, firewall/VPN, DNS troubleshooting.
• Maintain documentation, runbooks, and asset inventory.

Skills

IT operations

Lead admin experience

Okta

AI enabled tools

People skills

Tools

Kandji

Intune

Google Workspace

AV equipment

Job description

Pilot is seeking an IT Operations professional to own the San Francisco office IT needs and be the primary contact for employees. You will manage Okta, MDM, Google Workspace, and a range of SaaS tools while enabling AI-driven operations.

The role collaborates with Security, Legal, People, and executives in a fast-paced hybrid environment. Excellent hands-on expertise with Okta, Kandji/Iru, Intune, and AV, plus SOC 2/ISO27001 familiarity, are essential.