VP, Legal – General Counsel

Plentiful.ai

VP, Legal at a healthcare automation technology company responsible for managing legal matters and negotiating enterprise agreements. Shaping legal foundations while supporting regulatory compliance in the healthcare sector.

Posted 5/14/2026full-timeRemote • 🇺🇸 United StatesLeadWebsite

About the role

Key responsibilities & impact

Own end-to-end negotiation of complex enterprise agreements—including MSAs, BAAs, DPAs, and security addenda—with large health systems and pharmacy organizations; build scalable contract templates to enable a fast-moving GTM team; navigate procurement processes at large institutions without sacrificing deal velocity; advise on deal structure, risk allocation, and escalation paths
Serve as the company’s legal resource on HIPAA, BAAs, data privacy, and related healthcare regulations; advise the company on how legal and regulatory requirements impact our platform, customer relationships, and contracting; partner with Security, Compliance, Product, and Engineering to support adherence to applicable compliance standards; monitor the evolving healthcare regulatory landscape and proactively identify legal and regulatory risks; and provide counsel on issues involving liability, breach response, reporting obligations, and regulatory inquiries.
Manage ongoing corporate governance and board-related legal matters; support future fundraising rounds including coordination with outside counsel on financing, cap table, and investor agreements; manage entity-level legal hygiene and corporate records
Partner with People/HR on employment agreements, offer letters, equity, and policy matters; advise on hiring, performance, and separation matters across a growing team; help build a legally sound, people-first employee experience

Requirements

What you’ll need

8-12 years of legal experience, with a mix of top-tier law firm training and in-house experience at a high-growth technology company
Healthcare Compliance Experience (familiarity with HIPAA, privacy, and the broader regulatory environment that health systems operate within)
Proven track record negotiating complex enterprise contracts—MSAs, BAAs, DPAs, security addenda—with large, sophisticated counterparties; experience navigating institutional procurement processes at health systems or similarly complex organizations is a strong plus
Experience supporting venture-backed companies through financing rounds, board governance, and corporate legal matters
Comfortable being the only lawyer in the room—a pragmatic problem-solver, not a bottleneck; strong business judgment and the ability to give clear, actionable guidance under uncertainty
A collaborative, low-ego operating style that earns trust across teams

Benefits

Comp & perks

Enjoy unlimited PTO
Fully covered health insurance (medical, dental, and vision)
Meal stipend
Health & wellness stipend
401(k) matching
Stock options

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

negotiationenterprise agreementsMSAsBAAsDPAscontract templatescorporate governancefinancinglegal hygieneemployment agreements

Soft Skills

problem-solvingbusiness judgmentclear guidancecollaborationtrust-buildinglow-ego operating style