Hilb Group is looking for a Compliance Specialist to join our Employee Benefits Compliance national practice group. The EB Compliance group includes 5 lawyers and works to ensure our clients’ compliance with the laws and regulations governing health and welfare plans, including ERISA and the Affordable Care Act.
We are seeking a Compliance Specialist to assist with the creation of client-facing documents and contracts, as well as filing and reporting requirements. Primary duties include drafting client service agreements and preparing and filing Forms 5500, 720, 1094, and 1095. A keen eye for detail, next-level organization and the ability to meet deadlines with precision are essential. Experience in a legal position and/or experience with employee benefits is preferred but not required.
We are open to an in-person, remote, or hybrid work arrangement; proximity to our Cranston, RI office is a plus.
The key responsibilities include but are not limited to:
- Draft, review, and edit client service agreements using a contract management system
- Track client service agreements from initial request through final execution
- Hands-on assistance with the preparation of annual reporting and filing, including Forms 5500, 720 and 1095
- Update and maintain employer and benefits plan information in multiple technology platforms to ensure accuracy
Knowledge, Skills and Abilities:
- Demonstrates very strong attention to detail
- Manages multiple clients, assignments, and deadlines with strong organizational skills
- Aptitude for learning new technology platforms
- Ability to problem solve and set priorities, and to ask questions when needed
- Strong time management skills and the ability to meet deadlines with accuracy
- Works independently as well as with a team
- Interact with internal staff and clients in a professional and pleasant matter
- Strong oral and written communication skills
- Demonstrate persistence to overcome obstacles or challenges
- Strives to improve skills and achieve goals
Education and Experience:
- BA/BS degree required, paralegal or legal studies certification or legal work experience preferred
- Practical experience in employee benefits is a plus
- Highly proficient in Microsoft Word, Excel, Planner, and Forms
- Experience with contract management software a plus
Skills Required
- College degree
- 1 to 3 years of compliance or legal experience involving contract drafting and negotiation
- Experience with contract management software
- Understanding of general commercial contract terms (confidentiality, indemnification, liability limits, warranties, data privacy)
- Excellent legal analysis and problem-solving skills for negotiation and resolution
- Ability to take initiative, exercise independent discretion, and provide leadership in negotiations
- Ability to fulfill job requirements during and outside usual business hours and to travel as needed
- JD
- IntelAgree experience
- Some exposure to insurance brokerage and consulting and/or health and welfare plan compliance
Hilb Group Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Hilb Group and has not been reviewed or approved by Hilb Group.
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Strong & Reliable Incentives — Base pay and commission compare favorably to nearby agencies or prior employers in certain markets and roles.
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Retirement Support — The 401(k) program is frequently praised, with the match described as good.
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Wellbeing & Lifestyle Benefits — Work-from-home flexibility consistently stands out as a top perk and is often highlighted as part of the overall package.
Hilb Group Insights
What We Do
Partners Together - Endless Possibilities Hilb Group provides the resources of a big insurance broker and the attentive, personal service of a small agency. Our people are our greatest strength. Our values of trust, passion, integrity and growth drive our actions to benefit every client. Managing Risk Your risk profile doesn’t matter – Hilb paints a very wide portrait. We have more than 30 industry specialties, which gives our clients and brokers a unique advantage. We form enduring partnerships to get the best results every time, and work with the top insurers to provide a huge range of high-quality choices, matched exactly to your needs. About Hilb Group Founded in 2009, Hilb Group is a Top 25 middle market independent insurance broker. Hilb Group offers expertise in property & casualty, employee benefits, and retirement services to business and individuals throughout the nation.








