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Director of Compliance, Employee Benefits-Insurance Advisory Solutions

Unlock Employer

Posted Sep 5, 2026

Remote · US Full Time
$185K/yr

Overview

This role provides complex, senior-level legal and regulatory compliance support and guidance for benefit clients and internal colleagues. Primary responsibility is supporting the West region of the United States, with a strong emphasis on federal and state health and welfare compliance matters—particularly California-specific requirements.

Responsibilities

  • Coordinate with other compliance team members on the National Compliance Team to complete large-scale projects and support day-to-day workflow and project operations.
  • Mentor and guide junior compliance team members, including support with project management, drafting, research, public speaking, and professional development, along with interpretation of legal, regulatory, and industry developments.
  • Plan, draft, and deliver timely, legally relevant client deliverables, including regulatory rule summaries, statutory interpretations, compliance alerts, presentations, educational materials, and other resources for clients and colleagues.
  • Proactively manage the organization’s compliance-related activities and duties for the West region of the United States as directed by the National Director of Compliance.
    • Support sales and growth in the West region by partnering with client experience teams and advisors on sales initiatives, prospect meetings, educational sessions, and trainings.
    • Serve as a subject matter resource for California-specific employee benefits compliance matters, including state and local requirements affecting employer-sponsored health and welfare programs.
    • Provide practical guidance and education to West region colleagues, clients, and prospects.
  • Review, digest, and translate regulatory and legal developments for the benefit of clients and colleagues, with an emphasis on turning complex requirements into practical, actionable guidance.

Knowledge, Skills & Abilities

  • Knowledge of federal and state regulatory agencies, Congress and the executive branch, and the scope of legislative and regulatory rulemaking authority of each.
  • Demonstrated expertise across a wide range of health and welfare employee benefit-related laws, regulations, statutes, and ordinances; ability to help clients and colleagues understand and navigate applicable compliance requirements.
  • Demonstrated knowledge and experience with California state and local laws and regulations impacting employer-sponsored health and welfare programs, including:
    • San Francisco Health Care Security Ordinance (SFHCSO)
    • Cal-COBRA
    • California disability and paid family leave requirements
    • Applicable state and local leave requirements
    • Other California-specific health and welfare mandates
    • Ability to monitor, interpret, and communicate evolving California state and local requirements and their practical impact on employer benefit programs.
  • Ability to quickly and concisely review, draft, edit, and explain complex legal rulemaking and litigation matters for non-legal practitioners.
  • Ability to guide and mentor junior colleagues on all aspects of the Director’s job-related duties and obligations.
  • Demonstrated leadership and project management capability, including ownership of the timely and accurate development and delivery of large-scale client deliverables and colleague-facing resources.
  • Ability to manage competing priorities and deadlines across a broad range of tasks affecting both clients and colleagues.
  • Ability to translate complex legal theories, judicial determinations, and regulatory matters into clear, practical guidance for clients, colleagues, and prospective clients.
  • Ability to create forms, documents, alerts, checklists, presentations, and graphical interpretations of current law and regulation across a range of software applications, including Microsoft Office applications.
  • Ability to triage, organize, respond to, and manage high volumes of client-facing correspondence and deliverables across email, print, virtual and live training seminars, workshops, conferences, as well as individual compliance inquiries and follow-up requests.
  • Strong understanding of client service and prospecting processes, with ability to support sales activities such as finalist presentations, prospect meetings, client education, and ongoing client relationship activities throughout the West region.

Education & Experience

  • Graduate/Advanced Degree (Master, JD, Ph.D., etc.) required
  • Juris Doctor strongly preferred
  • Minimum of 10 years of relevant health and welfare employee benefits compliance experience required
  • Significant experience advising on California-specific health and welfare compliance requirements strongly preferred

Compensation & Benefits

  • Starting pay: $185,000 salary
  • Salary is negotiable upon time of offer

Location

  • West region of the United States

Important Notice

This position description is intended to describe the level of work required of the person performing the role and is not a contract. Essential responsibilities are outlined; other duties may be assigned as needs arise or as required to support the organization. All requirements may be subject to reasonable accommodation to applicants and colleagues who need them for medical or religious reasons.