Hiring: IT Systems Lead Company: Pilot Location: San Francisco, CA Job Posted Time: 2026-09-16 12:37:08 Employment Type: Full-time / Remote Target Skills & Keywords : Agile, DNS, FedRAMP, GitHub, GitHub Enterprise, IAM, Okta, SOC 2, SaaS, Slack, Stripe, VPN, Zoom About the job Experience: •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 Required Skills: •This is a full-time in-office role based in our San Francisco office. •Run day-to-day IT for the SF office and provide remote support for the team: onboarding/offboarding, hardware, access requests, 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 compliance, and asset lifecycle •Administer Google Workspace and a wide range of SaaS tools •Own conference room and AV support: Zoom Rooms, scheduling displays, and some event setup •Actively facilitate and support development of the InfoSec program, including SOC2 and similar certifications: evidence gathering, IT related remediation, and internal audits •Administer and support an enterprise AI stack: Manage permissions, connectors, and capabilities for tools like ChatGPT or Claude for Enterprise Qualifications: •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 •Comfortable owning AV, conference rooms, and events end to end •Familiar with SOC 2 and ISO27001 controls and a compliance platform like Drata, Vanta •Personable, patient, and methodical; people like asking you for help •Direct experience with InfoSec related initiatives such as SOC2, ISO27001, NIST, FedRAMP •Hands-on experience deploying AI agents for IT or Operational workflows, familiarity with MCP connectors and permissions, agent identity management and governance •GitHub Enterprise, developer tooling administration, Cloud IAM experience, or similar developer support experience •Prior fintech or regulated-industry experience •Relevant certs (Okta, Jamf/Kandji, Network+/Security+) Compensation: •$115,000 - $156,000 / year •Flexible work environment (work from home / hybrid options) •Competitive benefits and rewards package Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!