Startups · AI

IT Systems Lead

Pilot · San Francisco, California · On-site

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About Pilot

Backed by Index, Sequoia and AI Grant.

About the role

IT Operations at Pilot is a small team that supports our employees across our San Francisco and Nashville offices and a hybrid workforce. The IT team owns the systems that keep the company running and secure: identity, devices, email, conference rooms, and the SaaS stack. This is an individual contributor role reporting into Director of Security & IT operations, working closely with Security, Legal, People, and executive teams.

What they're looking for

  • 5+ years in IT, with at least 2 as a lead or sole admin at a SaaS or similar technology company with a hybrid workforce
  • Deep hands-on Okta experience, including Workflows, complex Authentication flows, and other automations
  • AI enabled and agile, utilizing the frontier AI tools to increase efficiency for the team and company
  • Experience managing Macs with an MDM, working knowledge of Windows
  • Comfortable owning AV, conference rooms, and events end to end
  • Familiar with SOC 2 and ISO27001 controls and a compliance platform like Drata, Vanta
More about this role

IT Operations at Pilot is a small team that supports our employees across our San Francisco and Nashville offices and a hybrid workforce. The IT team owns the systems that keep the company running and secure: identity, devices, email, conference rooms, and the SaaS stack. This is an individual contributor role reporting into Director of Security & IT operations, working closely with Security, Legal, People, and executive teams.

This role is the day-to-day owner of IT for the SF office and the primary point of contact for employees who need help. That includes our IT ticket queue and also running the systems behind them: Okta, our MDM (Kandji/Iru), Google Workspace, and the automations that provision and deprovision access. Pilot is moving quickly toward AI-assisted operations, and a growing part of this job is administering those tools and fostering an AI forward culture.

The role requires hands-on experience with our tech stack, real comfort with AV and networking, familiarity with SOC 2 controls and evidence, and the aptitude to grow. It also requires someone who works well with people. This person is on the front lines every day, sitting alongside coworkers to solve problems...

Read the full posting on Pilot's site ↗

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