Small Businesses Deserve Better Benefits.

Let’s build a plan that supports your team and your bottom line.

FOR SMALL BUSINESS OWNERS & EMPLOYERS

we specialize in helping small businesses with fewer than 50 employees design meaningful, cost-effective benefit plans that attract and retain top talent.

You shouldn’t have to settle for one-size-fits-all service just because you're not a large corporation. We treat small businesses as our top priority with one-on-one support, clear guidance, and an understanding of your unique challenges.

Our small business services

  • A woman sitting on a couch listening to a video call with a woman wearing a headset on a laptop screen, with a tissue near her nose.

    Group Benefits Consulting

    - Health, dental, vision, life, and disability insurance

    - Voluntary/worksite benefits (e.g., accident, critical illness)

    - Telemedicine, travel accident, and wellness programs

  • Two individuals seated at a table during a formal discussion, with documents, a pen, and a calculator on the table.

    Administrative Support

    - FSA, HSA, and HRA setup and management

    - Online enrollment platform support

    - Payroll/HRIS integration assistance

  • Group of six people sitting around a table in a meeting room, looking at architectural plans and documents, with laptops and pens, engaged in a collaborative discussion.

    Open Enrollment & Communication

    - Custom employee benefit booklets

    - Open enrollment planning

    - Virtual or in-person support for your team

  • A female doctor with dark hair and a stethoscope talking to a female patient with blonde hair in a medical office, smiling and holding a clipboard.

    Compliance & Oversight

    - COBRA administration

    - Dependent eligibility verification

    - ERISA compliance and disclosure review

    - Form 5500 filing assistance

    - Non-discrimination testing

Why Choose Shipley Benefits?

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Personalized, ongoing support—not just at renewal time

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Strategies tailored to small teams with big goals

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20+ years of experience across every industry

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A partner who makes benefits less confusing—for you and your employees

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PEACE OF MIND WHEN IT MATTERS MOST

“…Kate took the time to explain every option clearly, ensuring we felt confident and informed in our decisions, it’s rare to find someone so dedicated, responsive, and trustworthy in this industry.

I was incredibly grateful for the support and peace of mind she provided. I highly recommend working with Kate.”

— Jeanne, HR Manager, Naples, FL

Take the first step to better employee benefits today.

Fill out the form below to connect about your unique needs today.

for small businesses & employers

FAQ

  • A: Most group benefit plans require at least two full-time employees to qualify. Shipley Benefits specializes in supporting businesses with under 50 employees, so we’ll work with you to determine the best options based on your current team size and future goals.

  • A: Absolutely. We design benefit plans that align with your budget while still offering value to your team. Even if you can’t offer everything right away, we’ll help you build a strategy that grows with your business.

  • A: Most brokers focus on larger clients. At Shipley Benefits, small businesses are our specialty—not our afterthought. You'll receive dedicated, one-on-one support and customized solutions designed around your specific needs, not a generic package.

  • A: Yes. We can review your current benefits strategy, identify gaps or inefficiencies, and recommend updates that better serve your team—without disrupting what’s already working.

  • A: We’re with you all year long. From compliance questions to employee changes to open enrollment planning, you’ll have consistent support whenever you need it.

  • A: We create custom benefit booklets, assist with open enrollment communication, and can even coordinate virtual or on-site meetings to help your employees understand their options and feel confident in their choices.

  • A: No. Shipley Benefits is paid directly from the insurance carriers and never charge clients for our services.