AI Chief of Staff (Legal AI)

TL;DR

AI Chief of Staff (Legal AI): Own the internal AI infrastructure that powers the team, building agentic systems, evaluating vendors, and deploying AI tools to eliminate manual work across all departments with an accent on automation, integrations, and scaling AI adoption. Focus on designing agent operating systems, creating AI-powered applications for non-technical teams, and establishing governance for secure AI usage.

San Mateo, California
Hybrid

Salary: $175,000 – $275,000 (US-based)

Company

Fastest-growing legal AI platform for in-house legal teams, used by 1,300+ companies including 150+ public companies and unicorns like News Corp, Miro, and Vercel. Recently raised $60M Series B at $555M valuation.

What you will do

• Build agentic infrastructure spanning the full company.
• Own AI tooling strategy: evaluate vendors, decide build-vs-buy, implement tools, drive adoption.
• Design and deploy internal applications using AI coding tools like Claude Code, Cursor, Replit to solve workflows for non-technical teams.
• Create and maintain integrations across core systems (CRM, HRIS, project management, communication).
• Run office hours, training sessions, and create documentation for self-service adoption.
• Establish governance frameworks for AI tool usage, data handling, and security.

Requirements

• Technical practitioner who understands AI models deeply (attention, context windows, inference tradeoffs, tool use) and has shipped real automation systems.
• Battle-tested experience with AI-assisted development and strong opinions on what works, grounded in first principles.
• Automation obsessive who eliminates manual processes relentlessly.

Culture & Benefits

• High-performing team with real ownership and influence from day one; thrive in high stakes and ambiguity.
• Six guiding principles: 1% better every day, customer obsession, ship today, find a way, care deeply, own it completely.
• Competitive base salary, equity, exceptional benefits; quick adjustments for exceptional performers.
• Relentless pace in a once-in-a-generation tech shift; urgency, ownership, and good judgment expected.