Compliance Regulatory & Legislative Strategy Attorney

Overview

This role serves as a Senior Director of Compliance & Regulatory Strategy, providing high-level guidance on complex health & welfare and retirement plan compliance and related HR matters (including leave management and employee relations). The position translates dense regulatory requirements into practical guidance for public-sector clients.

In addition to advisory and consultation, this role contributes to business development by serving as a technical subject matter specialist for proposal responses, including RFPs and finalist meetings. It also functions as a liaison between the legal team and the Public Sector Practice Group, as needed.

Responsibilities

• Primary Compliance Advisor: Lead as the legal and regulatory consultant for public-sector clients regarding employer-sponsored health and welfare plans (Medical, Dental, Vision, Life/AD&D, Disability, and retiree coverage).
• Federal Mandate Interpretation: Apply federal mandates to governmental plans, including (as applicable) ACA (4980H), HIPAA, COBRA, MHPAEA, No Surprises Act (NSA), RxDC reporting, and Transparency in Coverage (TiC).
• Public Sector Specialization: Advise on Florida-specific requirements, including Chapter 112 provisions, Sunshine Law considerations for benefits records, and public board approval processes.
• Compliance Calendar Ownership: Manage the group health plan compliance calendar, providing detailed information for consultant teams to support client deadlines, including (as applicable) Gag Clause Prohibition Attestations, RxDC submissions, and TiC updates in coordination with carriers and TPAs.
• ACA Strategy: Oversee 1094/1095-C reporting strategies, variable hour determinations, and measurement period policies tailored to governmental workforces.
• HIPAA & Privacy Leadership: Lead HIPAA Privacy/Security programs, including risk assessments, incident response coordination, and training for self-funded group health plan sponsors.
• Training & Development: Develop and deliver specialized training for HR teams, boards, and unions on evolving compliance topics and developments.
• Toolkit Creation: Create templates, checklists, model policies, and decision memos (e.g., HSA/HRA compliance or retiree coverage strategy).
• Market Intelligence: Monitor federal and state legislative, regulatory, and judicial developments and publish actionable client alerts with practical implementation timelines.
• Contractual Advocacy: Review, mark-up, negotiate, and finalize (in collaboration with the legal team as appropriate):
  • Legal risk and commercial provisions within client services agreements
  • HIPAA Business Associate Agreements (BAAs)
  • Third-Party Administration (TPA) and Administrative Services Only (ASO) contracts
  • Vendor and consultant agreements
  • Stop-loss carrier agreements/policies

Requirements

• Experience: Minimum of 10–15 years of experience in employee benefits compliance, ERISA (and non-ERISA governmental plan) law, or senior-level benefits consulting.
• Education: Bachelor’s Degree in Business Administration, Human Resources, Public Administration, or a related field.
• Preferred (not required): Juris Doctor (JD) or Master of Laws (LLM). This may not be a practicing legal role, but the ability to interpret statutes at a law-degree level is expected.
• Public Sector Focus: At least 3 years of direct experience working with governmental entities (cities, counties, school boards), including working knowledge of:
  • Florida Chapter 112 (Public officers and employees)
  • Sunshine Law & Public Records compliance
  • Governmental procurement/RFP cycles
• Presentation & Public Speaking: Proven track record of delivering “Summit-level” presentations or webinars to large audiences (100+ attendees).
• Business Development: Experience participating in “finalist meetings” or oral presentations as a technical subject matter specialist to help win new business.
• Vendor Management: Extensive experience reviewing and redlining ASO, TPA, and PBM contracts.

Compensation & Benefits

• Health Benefits: Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance
• Financial Benefits: ESPP; 401k; Student Loan Assistance; Tuition Reimbursement
• Mental Health & Wellness: Free Mental Health & Enhanced Advocacy Services
• Beyond Benefits: Paid Time Off, Holidays, Preferred Partner Discounts and more

Not reflective of all benefits. Enrollment waiting periods or eligibility criteria may apply to certain benefits. Benefit details and offerings may vary for subsidiary entities or in specific geographic locations.

Location

Public sector-focused role with Florida-specific requirements (including Florida Chapter 112 and Sunshine Law compliance).