Commercial Counsel

About the role

We are seeking a seasoned commercial counsel with deep expertise in commercial transactions and fintech to join our in-house Legal & Compliance team as a strategic leader. At this level, you will help own the strategy and operational direction of Flex's commercial contracting function — not just executing on existing processes, but defining how they should evolve. You will be a key thought partner to the VP Legal and senior business leaders across revenue, finance, treasury, privacy, corporate governance, and emerging regulatory matters.  

This is an exceptional opportunity for a commercially-minded attorney ready to lead with both legal depth and operational vision. You will help shape how our legal team scales, build best-in-class processes and tooling, and pioneer the use of AI to transform how Flex handles contract review, negotiation, and insights. You will act as a key connector between Legal and the broader organization, influencing decisions that extend well beyond the legal department.

This is a hybrid position with on-site expectations of 3 days per week in our New York Headquarters. For candidates outside of the NY/NJ area, you may be eligible for our relocation assistance program.

What you’ll do

• Own the strategic and operational direction of Flex's commercial contracting function, driving policy, standards, and outcomes across customer, vendor, and partner agreements.
• Lead the design and implementation of AI-powered legal workflows, including contract review automation, AI-assisted negotiation support, and data-driven contract insights — identifying innovative tools and methodologies to measurably increase legal team velocity and accuracy.
• Define and drive the legal technology roadmap for commercial and compliance operations; evaluate, select, and oversee deployment of contract lifecycle management (CLM) platforms, AI review tools, and legal analytics systems.
• Partner with senior business leaders across Revenue, Finance, Product, and Operations to provide proactive, strategic legal counsel — identifying legal risks before they become business problems.
• Set the legal standards and playbooks for commercial contracting across the company, ensuring consistency, scalability, and alignment with Flex's risk posture and regulatory obligations.
• Provide mentorship and structured guidance to more junior members of the legal team on commercial matters, contract strategy, and effective use of legal technology.
• Monitor the evolving legal and regulatory landscape — including consumer lending, data privacy, and fintech regulation — and translate developments into actionable recommendations for the business.
• Lead cross-functional strategic projects in coordination with internal stakeholders and external counsel, managing multiple workstreams with significant business impact.
• Drive continuous improvement in how the legal function operates, championing a culture of efficiency, innovation, and high standards.

Key qualifications

• 7 - 10+ years of combined experience at a top-tier law firm and in-house legal department, with a focus on commercial and corporate matters and some experience across general legal matters.
• Background in fintech, payment or proptech industries; experience with consumer lending, structured finance and/or asset-based lending is a plus
• Experience with complex technology transactions and partnerships with financial institutions. 
• Coachable, with a willingness to learn and improve.
• Persistence, drive and a goal-focused mindset as you own projects from initiation to completion. 
• Strong attention to detail and ability to effectively prioritize tasks within a fast-paced environment.
• Ability to work independently and as part of a team.
• A bias for action, clear and concise communication skills, and a willingness to prioritize what truly matters.
• 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 $212,000—$265,000 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.