AI Chief of Staff
About the role
You'll 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 person's clock speed and scaling our ability to deploy agents across the business.
You'll 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.
What You’ll Do
- Build agentic infrastructure that spans the full company.
- Own the company's 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 company's 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.
What We’re Looking For
- A technical practitioner who understands how models actually work, not just API calls, but attention, context windows, inference tradeoffs, tool use patterns.
- Someone with battle-tested opinions on AI-assisted development who knows when to let the model drive and when to take the wheel.
- An automation obsessive who sees manual processes the way most people see bugs, something that shouldn't exist and won't for long.
A Note On Pace
We’re 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 aren’t perfectly clear. If you need structure and consensus to do your best work, this isn’t the right place for you. If you thrive in ambiguity and growth, work with intensity, and want real responsibility, keep reading. We’re excited to meet you.
Location Policy
This is a remote role unless you fall within the following parameters. If you live within approximately 50 miles of our San Mateo, CA or Provo, UT office, the position follows a hybrid schedule with in-office days on Tuesdays, Wednesdays, and Thursdays.
Equal Opportunity Employment
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.
Fraud Notice to GC AI Applicants
To protect yourself against phishing and recruitment fraud, please note that GC AI only accepts job applications through our official careers page at https://gc.ai/careers 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 @gc.ai or @getgc.ai 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
- info.gcai.careers.com@gmail.com
- info.gc.aicareers.online.com@gmail.com
- Any email address ending in @gmail.com, @yahoo.com, or other free email services
Compensation Range
$175K - $275K