Associate General Counsel, Commercial

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team? About the Role We are seeking an exceptional commercial attorney to join our Legal Compliance team as Associate General Counsel, Commercial This is not a traditional in-house counsel position. You will own the legal architecture of Flex’s most critical go-to-market initiatives including the commercialization of our new product launches, business development, channel and distribution partnerships. You will define how Flex’s commercial legal function operates at scale: not just executing within existing processes, but setting the roadmap and standards that govern how the team works. This role sits at the intersection of legal strategy, high-stakes business development, and legal technology innovation. You will be a primary architect of Flex’s AI-powered contracting capabilities; both as a hands-on practitioner who designs and deploys AI-assisted workflows, and as the governance owner who defines standards, protocols, and oversight frameworks for AI use across the Legal function. You will represent Legal in cross-functional AI working groups with IT, Security, and Compliance. You will operate as a true strategic partner to Legal Compliance leadership and to senior business leaders across Revenue, Finance, Product, and Operations influencing company-level decisions and driving outcomes that extend well beyond the legal department. This is a hybrid position with on-site expectations of 3 days per week at our New York City headquarters or San Francisco office. For candidates outside the NY/NJ/SF area, you may be eligible for our relocation assistance program. What You’ll Do Own the legal strategy for Flex’s most critical GTM initiatives including financial institution program agreements, channel and distribution partnerships, and new product launches. You are the primary legal owner from deal structure and negotiation strategy through execution, serving as a direct counterpart to senior Revenue and Business Development leadership. Lead AI-powered contracting as both practitioner and governance owner : design, build, and continuously improve AI-assisted contract review, negotiation support, and contract analytics workflows; simultaneously define the governance framework, acceptable use standards, and output review protocols governing AI use across the Legal function. This is a differentiating expectation; we want someone who can do both. Represent Legal in cross-functional AI working groups with IT, Security, and Compliance translating Legal’s risk tolerances and operational requirements into company-wide AI policy, and leading implementation of that policy within the Legal function. Define and own the commercial legal technology roadmap to evaluate , select, and oversee CLM platforms, AI review tools, and legal analytics systems; drive build-vs-buy decisions with clear-eyed view of team velocity, legal risk, and cost. Partner directly with senior leadership across Revenue, Finance, and Product to provide proactive, strategic legal counsel, identifying and resolving legal risks before they become business problems, not after. Set and own the commercial contracting playbooks and standards across the company ensuring consistency, scalability, and alignment with Flex’s risk posture and regulatory obligations across customer, vendo ... (truncated, view full listing at source)