Senior Legal Counsel - Health and Welfare Benefits

Be the legal voice behind innovative health and wealth solutions! FMR LLC is seeking an experienced attorney with deep expertise in health and welfare benefits to join our legal team. As Senior Counsel in this highly visible role, you'll serve as a trusted strategic advisor to Fidelity's healthcare businesses, including HSA, FSA and benefit administration recordkeeping, as well as Fidelity Medicare services, partnering with leaders across product, risk, compliance, technology, operations, sales, relationship management, and client-facing teams. This position offers the opportunity to work on sophisticated and impactful legal issues within a highly collaborative culture that values excellence, professionalism, and long-term career development. You will help shape new products and services, advise on complex regulatory and legal matters, negotiate strategic business arrangements, and provide practical guidance that enables innovation and growth in an evolving healthcare and financial services landscape. You'll partner with exceptional colleagues across the enterprise, engage in meaningful and strategic work, and be part of a legal department recognized for its business partnership, expertise, and commitment to professional excellence. If you thrive in a fast-paced environment where collaboration, strategic thinking, sound judgment, and client service are paramount, we want to meet you!

Responsibilities

Serve as a trusted strategic advisor to Fidelity's healthcare businesses, including HSA, FSA and benefit administration recordkeeping, as well as Fidelity Medicare services; Partner with leaders across product, risk, compliance, technology, operations, sales, relationship management, and client-facing teams; Help shape new products and services; Advise on complex regulatory and legal matters; Negotiate strategic business arrangements; Provide practical guidance that enables innovation and growth; Act as both a builder and guardian, working with the legal team to help the business achieve strategic objectives while appropriately identifying, managing, and mitigating legal and regulatory risk; Partner with business leaders to develop strategies for addressing complex legal, regulatory, operational, and commercial matters; Provide subject matter expertise and timely legal advice regarding health and welfare benefits products and services; Counsel business teams regarding federal and state laws, regulations, and industry developments impacting healthcare, employee benefits, reimbursement accounts, and Medicare businesses; Support HSA and FSA debit card programs, including legal issues associated with program management, vendor oversight, banking relationships, network rules, and operational processes; Assist with implementation of new clients and new product offerings, including service offering changes driven by legislative, regulatory, and market developments; Help foster innovation by providing practical, risk-balanced solutions

Requirements

JD and 8 plus years of law firm, industry, government, or regulatory practice with Employee Benefits, Health and Welfare, Healthcare, or related focus; Considerable experience advising on health and welfare plans and related benefits administration services; Specific areas of concentration: ERISA, COBRA, HIPAA, HITECH, CAA (Group Health Plan provisions), Reimbursement Accounts including FSA, LSA, DCAP, commuter, Section 125, HSAs, ACA, Transparency Rules, Interoperability Rules; Experience drafting, reviewing, and negotiating commercial agreements involving clients, service providers, financial institutions, healthcare carriers, technology providers, and strategic partners; Experience advising on healthcare privacy and data protection matters including HIPAA Privacy, Security, and Breach Notification Rules, state health privacy laws, data-sharing arrangements, consumer health information, and emerging privacy requirements applicable to healthcare and benefits administration services; Admitted to practice or willing to secure bar admission in the relevant jurisdiction; Strong orientation to client service with an emphasis on responsiveness to client inquiries; Strong work ethic, excellent judgment, and keen attention to detail; Strong research, analytical, investigatory, and problem-solving skills; Strong presentation, oral communication, and writing skills; Ability to effectively collaborate on projects and initiatives and to build relationships with business and legal partners, risk, and compliance; Ability to work under pressure in a fast-paced and dynamic environment handling multiple projects simultaneously

Nice to have

Experience with Medicare, broker/dealer, banking, and/or securities law is a plus; Experience supporting healthcare payment solutions and debit card programs associated with HSAs, FSAs, and other reimbursement accounts; Experience advising on privacy, digital health, artificial intelligence, cybersecurity, interoperability, and emerging healthcare technologies; Familiarity with banking, broker/dealer, securities, fintech, or other financial services regulatory frameworks

Benefits

Comprehensive health care coverage and emotional well-being support; Market-leading retirement; Generous paid time off and parental leave; Charitable giving employee match program; Educational assistance including student loan repayment, tuition reimbursement, and learning resources; Bonus or other variable compensation