Head of Legal

The Role

LeafLink is seeking a business-minded and pragmatic Head of Legal to help lead the company’s legal and compliance function during a critical stage of growth. This role will report to the CEO and work closely with the executive leadership team across product, engineering, finance, operations, and go-to-market teams.

The Head of Legal will play a central role in supporting the company’s strategic initiatives, advising on regulatory matters, managing commercial relationships, mitigating risks, and providing insight on all contracts and other legal matters. This position requires a hands-on attorney who is comfortable operating in a fast-paced environment, balancing risk management with practical business solutions, and contributing as both a lawyer and strategic partner.

The ideal candidate is an organized self-starter who enjoys solving complex problems in highly regulated industries and can contribute both as a lawyer and a businessperson to LeafLink’s growth. 

What You’ll Be Doing 

• Serve as a strategic legal partner to leadership across the company on commercial, regulatory, and operational matters
• Draft, review, negotiate, and interpret a wide range of commercial agreements, including customer order forms, SaaS agreements, fintech services, technology partnerships, and data licensing agreements
• Support strategic initiatives including partnerships, corporate development opportunities, and new product launches
• Work with outside regulatory counsel to help navigate evolving regulatory frameworks and support the company’s compliance obligations
• Provide practical legal guidance across a range of areas including commercial transactions, regulatory matters, product development, privacy, employment, and corporate governance
• Maintain and improve standard contract templates, policies, and legal workflows
• Support board and investor governance matters, including preparation of board materials and minutes
• Manage and mentor a small legal team (currently two team members) and coordinate work with outside counsel

Who You Are

• You work collaboratively and maintain excellent customer service
• You have the ability to work quickly and independently in a dynamic, fast-paced environment
• You have significant experience in drafting, negotiating and interpreting commercial and transaction agreements relating to SaaS, FinTech products and services, master services, data licensing, technology, and general commercial transactions
• You have broad legal knowledge that enables you to spot and resolve a variety of legal issues in upcoming product offerings (e.g., regulatory, contract, IP, privacy, consumer protection, risk); and an ability to identify and clearly communicate practical, risk-based solutions
• You show curiosity and a willingness to roll up your sleeves and get into the details of novel and complex business models.

What You’ll Bring to the Team

• J.D. from an accredited law school and active membership in good standing with a U.S. state bar.
• 5–8 years of legal experience, including a combination of top-tier law firm and in-house experience.
• Strong experience drafting and negotiating complex commercial agreements.
• Experience advising companies operating in regulated industries, fintech, payments, SaaS, or technology businesses is strongly preferred.
• New York or California Bar membership

LeafLink Perks & Benefits

• Flexible PTO - you’re going to be working hard so enjoy time off with no cap!
• A robust stock option plan to give our employees a direct stake in LeafLink’s success
• 5 Days of Volunteer Time Off (VTO) - giving back is important to us and we want our employees to prioritize cultivating a better community
• Competitive compensation and 401k match
• Comprehensive health coverage (medical, dental, vision)
• Commuter Benefits through our Flexible Spending Account