Executive Assistant to CEO, AI-Native Startup

AI-native startup building tools that help field teams get their work done faster and more accurately is looking for an Executive Assistant to support their Founder & CEO. Backed by a strong seed round and growing quickly (~35 people and counting), this is a rare opportunity to work closely with a repeat founder who previously led a company through a successful IPO. In this role, you’ll go beyond traditional EA work: you’ll own the CEO’s calendar and day-to-day logistics while also designing and building AI-driven systems (using tools like Claude) that automate scheduling, payroll, and onboarding, with real room to grow into a Chief of Staff track for the right person. Someone who is genuinely excited to build with AI daily, comes from a high-intensity, fast-paced environment, and has strong judgment operating in ambiguity. This is a hybrid role based in San Francisco (2-3 days/week in office, flexing around the CEO’s travel), 145-185K+ DOE + equity, plus health/vision/dental and flexible PTO.

Responsibilities:

• Design, build, and continually improve AI agents/skills (using tools like Claude) that automate scheduling, payroll, and employee onboarding
• Own the CEO’s calendar, inbox triage, and daily logistics, anticipating needs before they arise
• Act as a gatekeeper and force multiplier so the CEO can stay focused on product, growth, and hiring
• Provide light office management support
• Take on occasional, light personal support (a few hours a month)
• Take on higher-judgment special projects as trust builds (e.g., evaluating vendors or search firms)

Qualifications:

• Genuine enthusiasm for building with AI daily; this is a systems-first role, not a traditional admin role
• Experience in high-intensity, fast-paced environments (high-growth startups or similarly demanding cultures)
• Strong judgment and problem-solving skills, comfortable with ambiguity
• Based in or willing to relocate to the Bay Area
• Prior EA, PA, or Chief of Staff experience is a plus, though judgment and drive matter more than tenure
• Excellent written and verbal communication, with strong attention to detail