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, vendor, and partner agreements.
• Lead cross-functional strategic projects with company-wide impact coordinating internal stakeholders and outside counsel, managing complex workstreams, and making consequential legal decisions independently.
• Monitor the evolving legal and regulatory landscape consumer lending, fintech regulation, data privacy, AI governance, and translate developments into actionable guidance for the business in real time.
• Champion a culture of legal innovation and high standards modeling what exceptional looks like for both legal quality and technology-forward practice, and raising the bar for how the broader organization thinks about legal risk.

Key Qualifications

• 10+ years of combined experience at a top-tier law firm and in-house legal department, with deep expertise in commercial transactions, corporate matters, and high-stakes deal negotiation.
• Demonstrated experience leading and closing complex financial institution partnerships, program agreements, bank agreements, or structured finance transactions.
• Experience structuring and negotiating channel, distribution, reseller, or embedded product partnership agreements preferably at a growth-stage or fintech company.
• Hands-on experience with AI-powered legal tools (contract review, CLM, drafting assistance) — not just as a user, but as someone who has designed, deployed, or materially improved AI-assisted legal workflows.
• Experience or strong demonstrated aptitude for legal technology governance: defining AI use standards, output review protocols, and cross-functional policy implementation.
• Background in fintech, payments, lending, or proptech. Experience with consumer lending, structured finance, and/or asset-based lending is a strong plus.
• A builder’s mindset; you don’t just operate within existing processes; you redesign them, with an eye toward measurably increasing throughput and reducing risk.
• Bias for action, clear and concise communication, and a track record of making sound independent judgment calls under ambiguity and time pressure.
• JD from an accredited law school and member in good standing of a US state bar.

Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines.

For candidates located in our Tier 1 markets (NYC/SF/Seattle), the base salary pay range for this role is $256,000—$320,000 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.

Life at Flex

We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.

Offices

Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.

Benefits

For full-time U.S. employees we offer:

• Competitive medical, dental, and vision
• Company equity
• 401(k) plan with company match 
• Unlimited paid time off + 13 company paid holidays
• Parental leave 
• Flex Cares Program: Non-profit company match + pet adoption coverage
• Free Flex subscription

 For full-time non-U.S. employees, we offer:

• Competitive compensation + company equity
• Unlimited PTO