Senior Legal Counsel - Health and Welfare Benefits

Fidelity Investments•Washington, DC

2d•$140,000 - $285,000•Onsite

About The Position

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 FSA and broader reimbursement account administration businesses, as well as HSA, benefits administration recordkeeping, and Fidelity Medicare services. You will partner 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, collaboration, expertise, and commitment to professional excellence. If you thrive in a fast-paced environment where strategic thinking, sound judgment, collaboration and client service are paramount, we want to meet you!

Requirements

JD and 8+ years of law firm, industry, government, or regulatory practice with Employee Benefits, Health & Welfare, Healthcare, or related focus.
Considerable experience advising on health and benefits accounts, FSA and other reimbursement account administration, including the legal and regulatory issues that arise across the account lifecycle, from plan design and enrollment through funding, claims, reimbursement, substantiation, debit card use, appeals and account closeout.
Experience advising on the operational and regulatory framework for FSA administration, including eligibility and enrollment data, contribution and election changes, qualifying life events, claims and appeals, substantiation, reimbursements, forfeitures, carryovers and grace periods, debit card administration, and coordination with employers, payroll providers, recordkeepers, and other service providers.
Deep knowledge of the laws and regulations governing FSAs and related reimbursement accounts, including Internal Revenue Code Sections 125, 129, and 132; ERISA; COBRA; HIPAA; HITECH; and applicable nondiscrimination, cafeteria plan, claims administration, and privacy requirements.
Experience drafting, reviewing, and negotiating commercial agreements involving 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.

Nice To Haves

Experience supporting FSA account administration and healthcare payment solutions, including debit card programs and program management, claims and substantiation processes, vendor oversight, operational controls, and participant communications.
Experience supporting HSAs and other reimbursement accounts and advising on privacy, digital health, artificial intelligence, cybersecurity, interoperability, and emerging healthcare technologies.
Experience with Medicare or familiarity with banking, broker/dealer, securities, digital health, fintech, or other financial services regulatory frameworks.
Strong orientation to client service (for internal and external clients) 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, while exhibiting behavior consistent with Fidelity’s culture and values.
Ability to work under pressure in a fast-paced and dynamic environment handling multiple projects simultaneously.

Responsibilities

Provide primary legal support for Health and Benefits Accounts, advising on plan design, enrollment and election data, funding, claims and appeals, substantiation, reimbursements, forfeitures, carryovers and grace periods, debit card administration, participant communications, and operational processes.
Counsel product, operations, technology, sales, relationship management, and client-facing teams on federal and state laws, regulations, and industry developments affecting FSAs, DCAPs, commuter accounts, LSAs, HSAs, RMSAs and related benefits administration services.
Support FSA and HSA debit card and healthcare payment programs, including legal issues associated with program management, vendor oversight, banking relationships, network rules, fraud and operational controls, and participant experience.
Act as both a builder and guardian, helping the business achieve strategic objectives while appropriately identifying, managing, and mitigating legal and regulatory risk.
Partner with business leaders to develop strategies for complex legal, regulatory, operational, and commercial matters and provide practical, timely advice regarding health and welfare benefits products and services.
Assist with implementation of new clients, changes to FSA and reimbursement account service offerings, and new products driven by legislative, regulatory, operational, and market developments.
Help foster innovation by providing practical, risk-balanced solutions that support the delivery of world-class experiences for Fidelity's customers and clients.