WHY WE'RE LOOKING FOR YOU Retool is growing fast, and our legal function needs to keep pace. We're looking for a commercial lawyer who moves quickly, communicates clearly, and is genuinely energized by helping a business close deals and scale its operations without unnecessary legal drag. This is a hands-on, high-impact role reporting to the Senior Corporate Counsel. You'll play a key role in supporting our commercial contracting work, partnering closely with our sales team, leading our vendor contract program, and helping build the legal ops infrastructure – playbooks, templates, processes. If you enjoy solving problems and finding practical, scalable solutions and want to work somewhere that treats legal as a business enabler rather than a checkpoint — this role is for you. WHAT YOU'LL DO Serve as a key legal contact for our sales team on commercial transactions by reviewing, revising, and negotiating MSAs, DPAs, order forms, and NDAs Lead vendor contract reviews, partnering with internal stakeholders who own the vendor relationship Help build and maintain our commercial legal infrastructure, including contract intake workflows, contract templates, playbooks, and process documentation, and identify opportunities to leverage AI to improve efficiency and scale Partner cross-functionally with Finance, Accounting, Trust, and other internal teams to provide practical, business-oriented legal guidance on day-to-day operational matters Stay current on legal developments affecting AI technologies and evolving laws and regulations relevant to our business Support our Senior Corporate Counsel on special projects and matters as needed THE SKILLSET YOU'LL BRING J.D. and active bar membership in at least one U.S. jurisdiction 3-5 years of in-house or law firm experience, with meaningful exposure to commercial contracts in a B2B SaaS environment across both customer and vendor relationships Familiarity with privacy law frameworks, including GDPR and CCPA, as they arise in commercial transactions Comfort with high-volume, quick-turn commercial work and the ability to prioritize and execute independently Strong written and verbal communication skills and comfort translating legal concepts for non-lawyer audiences Genuine curiosity about AI tools and legal tech, with a willingness to leverage them to work more efficiently Experience with contract management systems such as Ironclad or similar a plus