AI Chief of Staff

GC AI is the fastest-growing and most trusted legal AI platform for in-house legal teams. Were building the future of legal work and were doing it fast. Youll join at a pivotal momentwhen decisions matter impact is immediate and the runway to shape your career is wide open. Were a high-performing team where youll have real ownership and influence from day one.

More than 1800 companies use GC AI to drive their business forward including 150 public companies 25 unicorns and brands such as News Corp Miro Bass Pro Shops Snyk Skims Liquid Death Vercel Zscaler and TIME.

Weve 10xd revenue in 12 months raised a $60 million Series B ($555 million valuation) and are growing faster than ever. We are backed by incredible investors including Scale Venture Partners Northzone Sound Ventures and Guillermo Rauch CEO of Vercel.

If you thrive when the stakes are high and the path isnt paved youll love it here. Our six guiding principles are: 1% better every day customer obsession ship today find a way care deeply and own it completely. Come shape the future of legal work with us.

Youll own the internal AI infrastructure that makes our team unreasonably fast. That means building evaluating vendors and continuously evolving the AI systems our team runs on with the goal of maximizing every persons clock speed and scaling our ability to deploy agents across the business.

Youll sit at the intersection of engineering operations and strategy building the internal tools workflows and AI-powered systems that eliminate manual work across Sales Marketing Customer Success Finance Legal People Ops and Product.

If youve ever wanted to build the agent operating system inside one of the fastest-growing AI infrastructure startups this is your shot.

• Build agentic infrastructure that spans the full company.

• Own the companys AI tooling strategy: evaluate vendors make build-vs-buy decisions implement tools and drive adoption.

• Design and deploy internal applications using modern AI coding tools (Claude Code Cursor Replit) that solve real workflow problems for non-technical teams.

• Create and maintain integrations across the companys core systems (CRM HRIS project management communication tools).

• Run office hours and training sessions to drive adoption and create documentation (Loom walkthroughs written guides) so teams can self-serve.

• Establish governance frameworks for AI tool usage data handling and security across the org.

• A technical practitioner. You understand how models actually work not just API calls but attention context windows inference tradeoffs tool use patterns. You read papers. But your first instinct is always to build not to theorize. Youve shipped real systems that automate real work.

• Someone with battle-tested opinions on AI-assisted development. Youve pushed vibe coding techniques far enough to know where they break. You have strong experience-driven opinions about what works and what doesnt grounded in first principles. You know when to let the model drive and when to take the wheel.

• An automation obsessive. Youve already automated your own life to a degree that others find somewhat unhinged. You see manual processes the way most people see bugs something that shouldnt exist and wont for long.

Were building something new in a once-in-a-generation shift in technology and the legal industry so we move at a relentless pace. We expect urgency ownership and good judgment even when things arent perfectly clear. If you need structure and consensus to do your best work this isnt the right place for you. If you thrive in ambiguity and growth work with intensity and want real responsibility keep reading. Were excited to meet you.

GC AI is a distributed company with team members across North America and soon Europe. We believe that because our business is AI human connection matters more not less. We invest in bringing people together through our hub model: regular coworking sessions customer dinners team and company offsites. If youre in a location without an office expect up to 10% travel (and more for customer-facing roles).

Team members in the San Francisco Bay Area and Provo UT (within 50 miles of the office) work together on Tuesdays Wednesdays and Thursdays. As we grow we plan to establish permanent offices in more hub cities and we will look to our team members to help build that in-person culture. We currently hire across the United States and Canada.

GC AI is an equal opportunity employer that supports workplace diversity and does not discriminate on the basis of race color religion gender identity/expression national origin age military service eligibility veteran status sexual orientation marital status physical or mental disability or any other protected class. GC AI is committed to working with and providing reasonable accommodation to applicants with physical and mental disabilities. #LI-GCAI

To protect yourself against phishing and recruitment fraud please note that GC AI only accepts job applications through our official careers page at and through sponsored jobs on LinkedIn. All legitimate communication from our team regarding job opportunities will come from a GC AI team member with a @ or @ email address.

GC AI will never:

• Refer you to external websites to apply

• Conduct interviews over email chat platforms or messaging apps

• Ask you to provide payment or purchase equipment

• Request personal or financial information such as your mailing address social security number credit card numbers or banking information during the application process

Examples of fraudulent email addresses:

• Any email address ending in @ @ or other free email services

If you are contacted by someone claiming to be from GC AI via an unofficial channel or from a suspicious email address please do not share any information. Mark the communication as phishing or spam and do not respond.

Required Experience:

Senior IC