Director - Head of Legal Operations & Innovation
About the role
THE LEGAL TEAM
Who We Are
HubSpot’s Legal team is a proactive, business-enabling partner, not a back-office function. We help our teams move fast, smart, and responsibly. As HubSpot transforms into an AI-native company, Legal isn’t just keeping pace. It’s leading the way. We’re building an AI-first legal team that scales judgment, not just headcount, and delivers clarity and speed at every level of the business.
How We Work
At HubSpot, Legal is a growth engine. We value clarity over complexity, ownership over bureaucracy, and systems thinking over one-off heroics. If you believe the best legal teams aren’t just staffed well, they’re engineered well. Let’s talk.
THE ROLE
We’re hiring a Head of Legal Operations & Innovation to serve as the primary architect and builder of AI-powered solutions within HubSpot’s Legal team. The goal: combine human judgment with AI capability so Legal can operate at a speed and scale it couldn’t reach alone. This is a full-stack ownership role spanning strategy, opportunity identification, solution design, deployment, governance, and capability transfer, in partnership with the CLO, Legal leadership, and IT.
This role is for someone who builds production systems, not slide decks: someone who can assess a workflow in the morning, design the right AI approach by afternoon, and be measuring impact by end of month.
WHAT YOU’LL DO
- Transform How We Work
- Own the strategy and roadmap. Define Legal’s AI transformation strategy and multi-horizon roadmap in partnership with the CLO and Legal leadership: which opportunities to prioritize, in what order, and why. Stay current with the legal tech and AI market to make informed build vs. buy decisions, knowing when commercial tools, custom builds, or AI-augmented solutions best serve Legal’s needs. Own the roadmap. Drive it.
- Know what to build and how. Assess how legal work flows across intake, contracting, research, advice, and reporting. Apply the right approach: workflow automation for deterministic, rules-based processes; an AI agent when the work requires multi-step reasoning and judgment; a redesign of the process itself when the real problem is how the work flows, not how fast it runs.
- Build for production. Design and deploy AI-powered workflows across priority use cases with error handling, audit trails, privilege-awareness, and human-in-the-loop checkpoints built in from the start. Partner with IT to build and integrate what you design.
- Manage Governance and Risk
- Risk-tier every build. Classify all automation by risk tier before work begins. No build goes to production without a named process owner, documented data flows, access controls confirmed, and privilege impact assessed.
- Govern what you deploy. Maintain audit logging for all systems touching privileged work product, attorney communications, or regulated data. Halt or redesign builds that introduce unacceptable privilege, regulatory, or data privacy risk, own that decision, and secure organizational acceptance before proceeding.
- Own the data layer. Design data flows so legal data, contracts, matters, requests, and workflow events, is structured, queryable, governed for privilege, and ready for analytics and AI use cases. Own data quality, lineage, and auditability across systems.
- Upskill the Team
- Build AI fluency across the team. Train attorneys and legal staff on AI-assisted tools and workflows in production. Build confidence and capability so Legal compounds over time, human judgment and AI working together.