Director, Benefits Compliance

Are you looking to accelerate your career without having to hide your authentic self - a place where you can be you? A career that’s making a bigger impact on the world?  At OneDigital, we are on a mission to help people do their best work and live their best lives.  From the services we offer to the way we show up for each other each day, we are fueling dreams, achieving big goals, and embracing each other’s truest selves.

We understand that pursuing a new job is a big deal.  Maybe you’re afraid you won’t fit in.  Well, here’s the good news.  For us, the days of “fit in to get in” are over and being different is not a barrier to getting ahead. Greatness comes in all shapes, sizes, colors, and experience levels. If you are looking for a people-first culture that is wired for growth, driven to serve, and totally committed to having your back, give us a shot. Your best life awaits.

Must be eligible to work in the United States without the need for work visa or residency sponsorship.

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Our Newest Opportunity: 

The Director, Benefits Compliance is responsible for providing strategic leadership, governance, and oversight of all compliance and regulatory activities related to employee benefit programs administered by OneDigital Resourcing Edge. This role serves as the organization’s internal authority and subject matter expert on benefit-related compliance and regulatory requirements and plays a critical role in protecting the organization from regulatory, financial, and reputational risk.

The Director partners closely with the Benefits organization and key cross‑functional stakeholders—including Legal, Payroll, Finance, Systems, and external vendors—to ensure proactive compliance oversight, audit readiness, and continuous improvement across all welfare benefit programs.

Key Responsibilities                                                                                                 

Essential Duties and Responsibilities (including but are not limited to):

• Serve as the enterprise compliance leader for all employee benefit programs, including medical, dental, vision, life, disability, COBRA, FSA, HSA, and other welfare plans
• Establish and maintain a comprehensive benefits compliance governance framework aligned with federal, state, and local regulatory requirements
• Act as the primary escalation point for complex or high‑risk benefits compliance issues
• Monitor, interpret, and assess the impact of federal and state benefits regulations, including ACA, ERISA, HIPAA, COBRA, Section 125, and regulatory agency guidance
• Translate regulatory requirements into enterprise‑level policies, operational controls, standards, and procedures
• Proactively identify emerging regulatory risks and develop mitigation strategies
• Lead internal benefits compliance audits, monitoring programs, and control assessments
• Own the vendor relationships related to compliance
• Ensure organizational audit readiness and serve as a key partner during internal audits, external audits, and regulatory inquiries
• Oversee remediation plans and ensure timely resolution of compliance findings
• Partner with Legal, Payroll, Finance, HR Systems, and external vendors to support regulatory filings, agency requests, and compliance investigations
• Provide strategic guidance to Benefits Operations, Systems, and Service teams to ensure compliance is embedded into workflows and processes
• Oversee multiple department annual and ongoing compliance activities, including ACA reporting, Form 5500 filings, open enrollment compliance reviews, and required disclosures
• Govern benefits compliance documentation, including plan documents, SPDs, SBCs, notices, policies, and standard operating procedures
• Ensure accurate and timely distribution of all legally required employee communications
• Serve as a trusted advisor to senior leaders and internal stakeholders on benefits compliance matters
• Develop compliance resources, guidance, and training to support consistent execution across the organization
• Lead continuous improvement initiatives to strengthen controls, reduce risk, and increase operational maturity
• Establish and utilize authoritative tools, industry resources, and regulatory guidance to validate compliance requirements and inform governance, controls, and decision‑making

Required Experience & Education

• Bachelor’s degree in Human Resources, Business Administration, Legal Studies, or related field preferred; equivalent experience considered.
• 8+ years of experience in benefits administration or benefits compliance
• Experience in driving audits, regulatory filings, and compliance reviews
• A high level of knowledge in regulations and legal aspects of health and welfare employee benefits plans.
• A high level of knowledge in area of employee benefit insurance, employee benefit administration, and insurance industry practices.
• Working knowledge of the following software programs: Microsoft Office, Microsoft Word, Microsoft Excel and Microsoft Power Point.
• Some travel may be required.

Knowledge/Skills/Abilities

• Timely and accurate completion of required regulatory filings and disclosures
• Audit readiness and successful resolution of compliance reviews and inquiries
• Identification and mitigation of benefits compliance risks
• Accuracy and completeness of benefits compliance documentation
• Effectiveness of internal compliance guidance and training
• Sound critical thinking and problem-solving skills
• Strong presentation skills
• Ability to establish and maintain collaborative working relationships with others of all levels

Preferred Skills

• Strong knowledge of U.S. employee benefits compliance regulations
• Highly organized with strong attention to detail
• Analytical and solutions-oriented mindset
• Clear and professional written and verbal communication skills
• Experience in a PEO, HR outsourcing, or multi-employer environment preferred

Your base pay is dependent upon your skills, education, qualifications, professional experience, and location. In addition to base pay, some roles are eligible for variable compensation, commission, and/or annual bonus based on your individual performance and/or the company’s performance. We also offer eligible employees health, wellbeing, retirement, and other financial benefits, paid time off, overtime pay for non-exempt employees, and robust learning and development programs. You will receive reimbursement of job-related expenses per the company policy and may receive employee perks and discounts.

To learn more, visit: www.onedigital.com/careers

OneDigital is an equal opportunity employer. Not only as a matter of standard, but to honor and celebrate our differences. We believe that the power of ONE starts with you. We are committed to cultivating and preserving a culture that celebrates diversity, insists on equity and inclusion, and connects us. Ensuring our people feel seen, valued, respected, and supported is fundamental to our core values and business goals.

OneDigital provides equal employment opportunities to all employees and applicants for employment regardless of their: veteran status, uniformed servicemember status, race, color, religion, sex, sexual orientation, gender identity, age (40 and over), pregnancy (including childbirth, lactation and related medical conditions), national origin or ancestry, citizenship or immigration status, physical or mental disability, genetic information (including testing and characteristics) or any other category protected by federal, state or local law (collectively, “protected characteristics”). A copy of the Federal EEO poster is linked here.

Pursuant to local Fair Chance Ordinances, we will consider qualified applications with arrest or conviction records for employment. For applicable candidates, the following ordinances are linked here to inform you of your rights as an applicant:

City and County of San Francisco

City of Los Angeles

County of Los Angeles

Employment decisions shall comply with all other applicable federal, state and city/county laws prohibiting discrimination in employment. OneDigital complies with all criminal history inquiry [or ‘ban the box’] laws in California, Connecticut, Colorado, Hawaii, Illinois, Maine, Maryland, Massachusetts, Minnesota, New Jersey, New Mexico, Oregon, Rhode Island, Vermont and Washington.

In short, we believe in hiring the most qualified applicant for the position, regardless of background.

This posting will remain live while OneDigital is actively accepting applications. Once candidates have been selected, the posting will be removed.

OneDigital understands the immense responsibility and opportunities provided by Artificial Intelligence. We utilize advanced Artificial Intelligence [AI] technologies to enhance our recruitment process. This includes using AI to filter candidates based on their qualifications and to rediscover potential candidates from our existing applicant pool. Our AI systems help us efficiently identify the best fit for our open positions, ensuring a streamlined and effective hiring experience. However, AI does not replace the humans in our process. If you have concerns about our use of AI, you may opt out where laws allow.

If you have questions about our hiring policies and practices, we would be happy to discuss upon receiving your application. We hope to welcome you to OneDigital and look forward to hearing from you.

Thank you for your interest in joining the OneDigital team!