Head of Legal

Retool is hiring a Head of Legal to be its senior legal leader and the architect of a function built to scale. The role owns the full scope of legal: commercial and vendor contracting, privacy and compliance, and corporate matters including governance, employment, IP, and financing. The role reports to the CFO and partners closely with Sales, Finance, Trust, Product, and People.

Responsibilities

Lead and develop the legal team, setting priorities, coaching attorneys and legal operations staff, and deciding when to hire, automate, or use outside counsel; Own the commercial contracting program, serving as the escalation point for complex or non-standard MSAs, DPAs, order forms, and partnership agreements, and partnering with Sales leadership on strategic and enterprise deals; Oversee the vendor contract program, setting the risk positions and approval thresholds that let business owners move quickly; Lead privacy and data protection legal work (GDPR, CCPA, and emerging state and international regimes) as it arises in contracts, product features, and customer security reviews; Advise on the legal and regulatory landscape for AI, including customer-facing AI terms, responsible use, IP and data rights, and evolving regulation, working with Product, Engineering, and Trust; Build and maintain legal infrastructure: contract intake and CLM workflows, templates, negotiation playbooks, policies, and process documentation, using AI wherever it improves speed and consistency; Partner with Finance, Accounting, Trust, People, and other teams to give practical, business-oriented guidance on operational matters, including employment, IP, and compliance questions; Manage outside counsel relationships and the legal budget, and support corporate matters such as governance, equity administration, and financing or corporate development projects with the CEO and Finance; Report on legal risk, workload, and team performance to company leadership, and escalate material issues early

Requirements

J.D. and active bar membership in at least one U.S. jurisdiction; 10+ years of experience at a law firm and/or in-house, with deep exposure to B2B SaaS commercial contracting across both customer and vendor relationships; Prior experience leading or managing attorneys or a legal function, or a clear track record of readiness to do so; Strong working knowledge of privacy and data protection frameworks, including GDPR and CCPA, and how they apply to enterprise SaaS and AI products; Familiarity with legal issues specific to AI, such as model and data licensing, IP ownership, and emerging regulation; Sound judgment on risk; Comfort with high-volume, fast-moving commercial work, and the ability to prioritize and execute independently; Excellent written and verbal communication, including translating legal concepts for non-lawyer audiences; Genuine curiosity about AI tools and legal tech, and a willingness to use them to work more efficiently; Impeccable ethical standards

Nice to have

Experience with contract management systems such as Ironclad or similar; Corporate governance, financing, or employment law experience

Benefits

Comprehensive benefit plan, including medical, dental, vision, and 401(k); Equity and/or commission, dependent on the position offered