What we do?

Annual Compliance

Ongoing compliance options for employers, from transactional annual filing support to comprehensive year-round health and welfare compliance management.

Fractional Compliance

Flexible access to experienced benefits compliance support for employers, without the need to add a full-time internal compliance position.

Project-Based Compliance

Targeted support for filings, plan documents, compliance reviews, and other defined benefits compliance projects with a clear scope and timeline.

Hourly Legal & Compliance

On-demand legal and compliance guidance for benefits questions, regulatory requirements, plan administration issues, and other matters needing experienced support.

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Our Growing Stats

900+

EMPLOYERS SUPPORTED

75K+

COVERED LIVES SUPPORTED

1,000+

COMPLIANCE DELIVERABLES

50

STATES SERVED

Read what our customers say?

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I feel more confident in the work I do because I know I have StanleyKup to turn to when needed. They are one of the best partnerships we have in place.

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Fast, reliable and easy to understand. Some compliance vendors talk in jargon you don't understand. It's nice to get a breakdown in simple terms on some of the more complex inquiries.

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Working with StanleyKup is easy, thoughtful and process driven. The team helps us in a very timely fashion and is a joy to work with. Not only do we think that, our clients tell us that. It is a win for every party.

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Working with StanleyKup is a pain-free compliance and legal experience. Jennifer and her team handle things very quickly and competently. Jennifer is very knowledgeable in ERISA and insurance-related matters.

Jennifer StanleyTexas licensed practitioner, Texas General Lines, Life, Accident, Health, and HMO License

Jennifer Stanley, Esq.

Health and Welfare Attorney & Employee Benefits Strategist

Jennifer Stanley is a health and welfare attorney and employee benefits strategist who helps employers and their advisors navigate the legal, regulatory, and operational complexities of employee benefits.

Jennifer brings a unique perspective to benefits compliance, having worked across multiple sides of the benefits ecosystem. Her experience advising employers, plan sponsors, benefits consultants, brokers, TPAs, PBMs, and other service providers gives her a practical understanding of not only what the law requires, but how benefits decisions, contracts, compliance obligations, and vendor relationships work in practice.

She is known for translating complex legal and technical issues into clear, practical guidance that employers and their advisors can put into action.