Director of Compliance, Employee Benefits – Insurance Advisory Solutions

The Baldwin Group

Director of Compliance guiding U.S. employers on health and welfare benefits regulations.

Posted 9/4/2026full-timeRemote • 🇺🇸 United StatesLead💰 $185,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in health and welfare employee benefits compliance, particularly California-specific regulations, while effectively managing projects and mentoring junior team members. Proficient in delivering client-focused compliance guidance and educational materials across various formats.

Highest-signal resume keywords

Health And Welfare Employee Benefits ComplianceCalifornia-Specific Compliance RequirementsProject ManagementRegulatory AnalysisClient Education

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Regulatory SummariesStatutory InterpretationsCompliance AlertsLegal DraftingComplex Legal Review

Soft Skills

MentoringPublic SpeakingLeadershipClient ServiceManaging Competing Priorities

Tools & Technologies

Microsoft Office

Certifications & Qualifications

Juris DoctorGraduate/Advanced Degree

Industry Keywords

California Health Care Security OrdinanceCal-COBRAPaid Family Leave RequirementsEmployer-Sponsored Health BenefitsFederal And State Regulatory Agencies

About the role

Key responsibilities & impact

Coordinate with National Compliance Team members throughout the country on large-scale projects and day-to-day workflow
Mentor and guide junior compliance team members on project management, drafting, research, public speaking and professional development
Plan, draft and deliver timely, legally relevant client deliverables, including regulatory summaries, statutory interpretations, compliance alerts, presentations and educational materials
Manage the firm's compliance-related activities for the West region of the United States
Support sales and growth in the West region by partnering with client experience teams and advisors
Participate in sales initiatives, prospect meetings, educational sessions and trainings
Serve as a subject matter resource on California-specific employee benefits compliance matters
Provide practical compliance guidance and education to West region colleagues, clients and prospects
Review, digest and translate regulatory and legal developments into practical, actionable guidance

Requirements

What you’ll need

Graduate/Advanced Degree (Master, JD, Ph.D., etc.) required
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
Juris Doctor strongly preferred
Knowledge of federal and state regulatory agencies, Congress and the executive branch, and legislative and regulatory rulemaking authority
Expertise in health and welfare employee benefit-related laws, regulations, statutes and ordinances
Knowledge and experience with California state and local laws and regulations impacting employer-sponsored health and welfare benefit programs
Knowledge of the San Francisco Health Care Security Ordinance (SFHCSO), Cal-COBRA, California disability and paid family leave requirements, applicable state and local leave requirements, and other California-specific mandates
Ability to review, draft, edit and explain complex legal rulemaking and litigation matters
Leadership and project management capabilities
Ability to manage competing priorities and deadlines
Proficiency creating forms, documents, alerts, checklists, presentations and graphical interpretations using software applications, including Microsoft Office
Ability to manage high-volume client-facing correspondence and deliverables across email, print, virtual and live training formats
Understanding of client service and prospecting processes
Ability to support sales, finalist presentations, prospect meetings, client education and client relationship activities