Director of Compliance, Employee Benefits-Insurance Advisory Solutions

• Provide senior-level legal and regulatory compliance guidance on federal and state health and welfare employee benefits requirements, serving as a trusted subject matter resource for clients and colleagues.
• Lead and coordinate compliance activities and projects across the West region, partnering with the National Compliance Team to support large-scale initiatives and day-to-day operational needs.
• Serve as a subject matter expert on California-specific employee benefits compliance, including state and local requirements affecting employer-sponsored health and welfare programs.
• Monitor, review, and interpret evolving legislation, regulations, regulatory guidance, and litigation developments, translating complex requirements into practical recommendations and actionable guidance.
• Develop, draft, and deliver client-facing and colleague-facing resources, including regulatory summaries, statutory interpretations, compliance alerts, presentations, educational materials, checklists, and other compliance communications.
• Support clients and prospects by explaining complex legal and regulatory requirements in a clear and accessible manner, including through training sessions, workshops, seminars, and individual consultations.
• Partner with advisors and client experience teams on sales initiatives, prospect meetings, finalist presentations, educational sessions, and client relationship activities across the West region.
• Coordinate the timely and accurate delivery of large-scale compliance projects and resources while managing competing priorities, deadlines, and high volumes of client inquiries.
• Mentor and guide junior compliance team members across project management, legal research, drafting, public speaking, professional development, and interpretation of regulatory and industry developments.
• Collaborate with colleagues across the national compliance function to promote consistent approaches, share expertise, and strengthen compliance practices.
• Create and maintain compliance materials, forms, presentations, graphical interpretations, and other resources using Microsoft Office and related software applications.
• Identify and communicate the practical impact of new legal and regulatory developments on employer benefit programs and help stakeholders respond effectively.
• Support continuous improvement of compliance processes, client education, internal resources, and service delivery across the region.

Requirements

• Advanced graduate degree required, such as a Master’s, J.D., or Ph.D.; a Juris Doctor is strongly preferred.
• Minimum of 10 years of relevant experience in health and welfare employee benefits compliance, with significant experience advising on California-specific requirements strongly preferred.
• Demonstrated expertise across a broad range of federal and state laws, regulations, statutes, ordinances, and regulatory requirements affecting employer-sponsored health and welfare benefit programs.
• Strong knowledge of California health and welfare requirements, including SFHCSO, Cal-COBRA, California disability and paid family leave requirements, applicable state and local leave laws, and other California-specific mandates.
• Ability to monitor and interpret evolving California legislation and regulations and explain their practical implications for employer-sponsored benefit programs.
• Strong understanding of federal and state regulatory agencies, legislative processes, executive branch authorities, and regulatory rulemaking.
• Proven ability to quickly analyze, draft, edit, and communicate complex legal, regulatory, and litigation matters to non-legal audiences.
• Strong leadership and project management skills, including the ability to own large-scale deliverables from planning through timely and accurate completion.
• Ability to mentor junior professionals and provide guidance across legal research, drafting, project execution, presentations, and professional development.
• Excellent organizational skills and the ability to manage multiple priorities, deadlines, client requests, and projects in a fast-paced environment.
• Exceptional written and verbal communication skills, with the ability to translate sophisticated legal concepts into concise, practical business guidance.
• Proficiency in developing professional documents, alerts, checklists, presentations, and other compliance resources using Microsoft Office and related software.
• Strong client service orientation and the ability to manage a high volume of client-facing correspondence, compliance inquiries, presentations, training sessions, and follow-up requests.
• Understanding of sales and prospecting processes, with the ability to support client education, finalist presentations, prospect meetings, and relationship development activities.
• Ability to work collaboratively across a national compliance organization while independently managing regional responsibilities and priorities.

Benefits

• Starting salary of $185,000, with compensation negotiable at the time of offer.
• Fully remote position based in the United States.
• Negligible location-related constraints associated with a remote work environment.
• Opportunity to serve as a senior compliance advisor supporting complex employee benefits matters across a major U.S. region.
• High-impact role combining legal expertise, client advisory work, leadership, education, and business development support.
• Opportunity to develop deep expertise in California-specific employee benefits compliance while advising on broader federal and state requirements.
• Collaborative environment with exposure to national compliance professionals, benefits advisors, client teams, and senior stakeholders.
• Leadership opportunity to mentor junior compliance professionals and contribute to the continued development of compliance capabilities.
• Opportunity to support clients across employee benefits, insurance, and risk management needs while translating complex regulations into practical solutions.
• Inclusive workplace committed to equal employment opportunity and a culture that values diverse perspectives and professional expertise.