Associate Director of Compliance, Employee Benefits – Insurance Advisory Solutions

The Baldwin Group

Associate Director of Compliance providing expertise in employee benefits compliance and working closely with clients. Partnering with teams to navigate federal health regulations and support compliance strategies.

Posted 6/5/2026full-timeRemote • 🇺🇸 United StatesSeniorWebsite

About the role

Key responsibilities & impact

Partner with Client Experience Teams to identify, assess, and address employee benefits compliance risks and support clients in developing practical compliance strategies.
Provide consultative guidance to clients and internal stakeholders on health and welfare compliance matters, including but not limited to ERISA, ACA, COBRA, HIPAA, Section 125, MHPAEA, and other applicable federal requirements.
Assist in conducting compliance reviews and assessments, and assist in the development of recommendations and corrective action strategies.
Research, analyze, and interpret legislative, regulatory, and administrative guidance impacting employer-sponsored benefit plans.
Monitor regulatory developments and emerging compliance trends and communicate relevant developments to clients and internal stakeholders in a timely manner.
Develop client-facing communications, alerts, presentations, training materials, and other educational resources regarding regulatory developments and compliance best practices.
Deliver presentations, webinars, and training sessions to clients, prospects, and internal colleagues.
Collaborate with internal subject matter experts, external legal counsel, compliance vendors, and carrier partners, as appropriate, to support client needs and ensure accurate guidance.
Serve as a key partner to senior Compliance leaders by supporting complex client engagements, regulatory initiatives, thought leadership efforts, and the ongoing development of the firm's compliance solutions and resources.
Contribute to the creation, maintenance, and enhancement of compliance tools, templates, assessments, and other resources used by clients and internal teams.
Support the Compliance team in maintaining consistent, practical, and client-focused guidance across the organization.
Demonstrate a commitment to continuous learning and professional development while contributing to a collaborative and high-performing team environment.

Requirements

What you’ll need

3–5 years of direct health and welfare employee benefits compliance experience required.
Experience providing compliance consulting to employer-sponsored group health plan clients in a brokerage, consulting, legal, carrier, or third-party administrator environment preferred.
Demonstrated ability to interpret complex regulatory requirements and translate them into practical, business-focused guidance for clients and internal stakeholders.
Working knowledge of federal employee benefits laws and regulations, including ERISA, ACA, COBRA, HIPAA, Section 125, MHPAEA, and other health and welfare compliance requirements.
Bachelor’s degree required; Juris Doctor (JD), Master’s degree, or other advanced degree preferred.
Strong analytical, research, problem-solving, and critical-thinking skills.
Excellent verbal, written, and presentation skills, with the ability to communicate complex compliance concepts to diverse audiences.
Ability to manage multiple priorities and deadlines in a fast-paced, client-focused environment.
Proficiency in Microsoft Office applications and the ability to learn and effectively utilize firm technology platforms and compliance resources.

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

employee benefits complianceregulatory requirements interpretationcompliance consultinghealth and welfare compliancefederal employee benefits lawsERISAACACOBRAHIPAAMHPAEA

Soft Skills

analytical skillsresearch skillsproblem-solving skillscritical-thinking skillsverbal communicationwritten communicationpresentation skillstime managementcollaborationcontinuous learning

Certifications

Bachelor's degreeJuris Doctor (JD)Master's degree