Chief of Staff

Casco is building AI agents that think like attackers. Our autonomous security testing platform helps companies continuously test their web apps, APIs, infrastructure, and AI systems, giving teams year-round protection without the wait and overhead of traditional penetration testing.

We're looking for a Chief of Staff to work directly with the founders and help turn our biggest priorities into results. You'll sit at the center of the company, connecting strategy to execution across strategic operations, recruiting, and company building.

Your focus will be building the operating systems that help Casco scale: translating founder priorities into clear plans, driving cross-functional initiatives, strengthening how the team plans and communicates, and helping us hire and onboard exceptional people. As Casco grows, so will your scope. This is a hands-on operating role for someone who wants broad ownership, direct access to the founders, and a steep learning curve, not a purely advisory position.

This is a full-time, in-office role based in San Francisco. It is not a remote position.

• 2–5 years of experience in a demanding, high-ownership environment such as an early-stage startup, consulting, investment banking, business operations, program management, or a prior Chief of Staff role
• High agency and resourcefulness: you notice what needs to happen, figure out how to make it happen, and close the loop without waiting for a detailed playbook
• Excellent written and verbal communication, from a concise internal update to a customer-ready narrative
• Strong analytical judgment and the ability to bring structure to ambiguous problems
• Exceptional organization and attention to detail across several fast-moving workstreams
• High EQ, low ego, and the judgment to earn trust with teammates and external partners
• Comfort using AI and automation tools to research, build, and operate faster
• Genuine interest in AI, cybersecurity, and building an early-stage company
• Ability to work in person with the team in San Francisco

Experience in cybersecurity, developer tools, or B2B SaaS is helpful, but not required. We're more interested in your trajectory, judgment, and ability to get important things done.

• Compensation:
  • Base salary: $135,000 per year
  • Meaningful equity in an early-stage company
• Direct impact: Work closely with the founders and help shape company strategy, execution, and culture
• Broad ownership: Take on consequential work across strategic operations, recruiting, and company building from day one
• Accelerated learning: Build alongside a team working at the intersection of AI and offensive security
• In-person collaboration: Work with the team from our San Francisco office

• Chat with Rene
• Chat with Ian
• Paid work trial (1 week) - Work on a real company problem with the team and see if we're a mutual fit

Send your resume to careers@casco.com with a short note that tells us:

• Why Casco and this Chief of Staff role stand out to you
• About something important you took ownership of without being asked
• How you use AI or automation to make your work better

Keep it concise and genuine. We care more about how you think than polished corporate language.

We are an equal opportunity employer committed to building a diverse and inclusive team. We encourage applications from candidates of all backgrounds and experiences.

Must be authorized to work in the United States. This position does not sponsor visa applications.