Head of Commercial Legal

BUILD A SAFER WORLD. TRM Labs provides AI-powered intelligence solutions that help public and private sector agencies investigate and disrupt crime. TRM's platforms enable investigators to trace illicit activity, build cases, and construct operating pictures of threat networks. Leading agencies and businesses worldwide rely on TRM to make the world safer and more secure. As Head of Commercial Legal, you’ll be a key leader of TRM’s Legal team, which The Financial Times recently named one of the “Most Innovative In-House Legal Teams in North America.” You’ll partner closely with Go‑To‑Market, Product, Engineering, Operations, and leadership. And you will own complex commercial negotiations; guide product development (including AI‑driven features and data usage); and design scalable, AI‑assisted legal workflows that let the team focus on the hardest problems instead of repetitive tasks. Success in this role looks like a Legal function that is fast, trusted, and deeply embedded in the business: deals close on time, product teams ship with clear guardrails, and routine work runs through well‑designed, measurable processes rather than one‑off fire drills. AI Fluency is a Core Requirement at TRM-Legal This role operates in an AI-native legal function. You are expected to actively use generative AI tools (e.g., Claude, ChatGPT, contract CLM/AI platforms) in your daily workflow—for drafting, contract analysis, legal research, and process design. “Willingness to learn” is not enough: we look for demonstrated fluency, sound judgment about when to deploy AI vs. when to escalate to a human, and a track record of building or improving AI-assisted workflows. THE IMPACT YOU’LL HAVE HERE - Manage and develop a team of commercial attorneys and legal professionals — including hiring, mentoring, setting priorities, and creating a culture of high performance and continuous improvement. Build and scale the commercial legal team in line with company growth, including hiring, structuring coverage, and developing team members at all levels - Draft, review, and negotiate complex commercial agreements, with a primary focus on GTM and partnership deals across enterprise and government customers — including master subscription agreements, data and content licenses, strategic partnerships, and public sector contracts. Oversee counterparty and vendor due diligence as part of the commercial intake and contracting process - Navigate cross-border commercial complexity, including GDPR, UK data protection law, EU regulatory frameworks, and APAC-specific requirements, in support of a globally distributed deal pipeline across the Americas, EMEA, and Asia - Partner closely with Sales, Partnerships, Product, and Engineering leadership to support deal velocity and provide practical, business-oriented legal guidance. Operate as a key decision-maker on commercial legal risk, with direct escalation path to the GC/CLO on high-stakes matters - Support team members’ professional growth through regular feedback, stretch assignments, and opportunities to take ownership of meaningful work. - With legal team colleagues, navigate global regulatory complexity across privacy, AI regulation, law enforcement data access, sanctions/AML, and public procurement — translating developments into clear requirements for cross-functional teams. - Build and maintain commercial legal infrastructure, including contract templates, fallback playbooks, and CLM workflows, and ensure they are actually used. - Lead AI-enabled legal operations — designing and iterating AI-assisted workflows that improve efficiency and free attorneys to focus on judgment-intensive work. - Identify, frame, and escalate legal and business risks clearly, helping stakeholders make informed decision