Senior Product Compliance Analyst

Lively

12h•Remote

About The Position

Lively is seeking a Senior Product Compliance Analyst to join their Legal & Compliance team. This role will be the primary compliance resource for Lively's HSA, FSA, and HRA products, ensuring their design, marketing, and delivery adhere to all applicable regulatory requirements. The analyst will review marketing materials and customer-facing content for compliance with consumer protection laws, lead compliance risk assessments for new product features and platform developments (including AI tools), and assist with audits. Responsibilities also include responding to regulatory questions from internal teams, supporting customer escalations with compliance aspects, and developing in-depth knowledge of Lively's benefit products and their supporting transaction infrastructure. This position reports to the Head of Legal & Compliance.

Requirements

4-6 years in product compliance, regulatory affairs, or benefits administration at an HSA custodian, TPA, benefits administrator, health plan, or fintech.
Strong working knowledge of benefits regulatory requirements for tax-advantaged accounts (HSA, FSA, HRA).
Demonstrated ability to interpret legal advice, IRS guidance, DOL advisory opinions, or similar regulatory materials and translate them into product requirements for lay audiences.
Strong verbal and written communication skills; comfortable fielding live compliance questions and producing clear regulatory impact assessments.
Comfortable operating as an embedded compliance partner across product, engineering, sales, and customer success teams.
Adaptable in a fast-paced environment with high volume during Open Enrollment.
Applicants must be currently authorized to work in the United States on a full-time basis with no sponsorship needed now, or in the future.

Nice To Haves

Familiarity with how benefit account transactions are processed (ACH, card networks) is a plus.
Familiarity with HIPAA, GLBA, or consumer data privacy requirements as they apply to benefits administration is a plus.
Wyoming residency (Mountain Time Zone) preferred but not required (Lively operates a Wyoming-chartered trust company, and proximity to Wyoming regulatory contacts is a big plus)

Responsibilities

Develop deep expertise in Lively's benefit products and serve as an internal compliance resource for Product, Engineering, Customer Success, Member Services, and Sales teams.
Answer ad hoc questions about benefits compliance and regulatory requirements.
Review marketing materials and customer-facing content for your areas of specialization to ensure UDAAP compliance and regulatory accuracy.
Develop expertise in how Lively's benefit products operate end-to-end, including how funds flow into and out of accounts.
Serve as a compliance advisory resource for operational teams (Banking Ops, Account Ops, Card Ops) when questions arise at the intersection of benefits regulations and transaction processing.
Lead compliance risk assessments for new product features, platform developments, workflow changes, and emerging technologies such as AI-powered tools.
Evaluate whether product changes introduce regulatory risk for your assigned benefit products and recommend controls or design modifications.
Track mitigation and remediation of identified risks.
Identify privacy implications, including HIPAA and data privacy considerations, and escalate as appropriate.
Monitor regulatory developments and produce actionable impact assessments for affected teams.
Support internal teams in resolving customer escalations and employer questions that involve regulatory considerations related to your areas of expertise.