Employee Benefits Built for Employers Who Are Growing Fast

We work with companies nationwide from their first hire to their 300th — building benefits packages that scale with headcount, stay compliant with state and federal law, and actually get used.

What Growing Employers Get Wrong About Benefits (And How We Fix It)

Most small business owners approach benefits the same way: pick a health plan, send employees a PDF, and hope for the best. By the time headcount climbs past 20 or 50, that approach breaks down — compliance gaps appear, employees don't understand what they have, and renewal season becomes a scramble. ASI is built specifically for employers at that inflection point. We manage the full benefits lifecycle so you don't have to learn it the hard way.


- Carrier proposals, market analysis, and plan benchmarking — handled entirely on your behalf


- Paperless enrollment through Employee Navigator, included at no additional cost


- In-person or virtual employee education sessions so your team understands what they're signing up for


- Annual renewal management, including cost modeling and plan-year comparisons


- ACA, COBRA, ERISA, and FMLA compliance reviews built into every client relationship


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Contact Us Today

Schedule a consultation and we'll walk through your current headcount, your compliance exposure, and what a well-structured benefits package looks like for an employer at your stage.

The Benefits Your Employees Expect — and the Ones They'll Actually Use

We work with a broad carrier network to build plans that fit your budget and your workforce. Every package we design can include:

Group Health Insurance

Medical coverage is the foundation of any competitive benefits package. We source group health plans across major carriers, run side-by-side cost and coverage comparisons, and help you choose a plan structure that works at your current headcount — and the one you're growing toward.

Dental & Vision Insurance

Dental and vision coverage are among the most-used benefits employees have — and among the easiest to overlook when you're building a package for the first time. We bundle these into a cohesive offering so your team isn't navigating three separate carriers.

Benefits Administration Technology

Every ASI client gets access to Employee Navigator — a fully paperless enrollment and benefits management platform that handles onboarding, open enrollment, life events, and cost comparisons in one place. No spreadsheets. No paper forms. No enrollment season chaos.

Telemedicine

Through Revive Health, your employees get on-demand access to licensed providers — without burning a sick day or waiting for an appointment. Telemedicine is increasingly an expectation, not a perk, and we make it easy to include.

COBRA Administration

When an employee leaves, COBRA obligations don't. We handle COBRA administration and notices so you stay compliant without adding another process to your HR plate.


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Frequently Asked Questions

  • How do I know what employee benefits I'm legally required to offer?

    Federal law sets most baseline thresholds — ACA employer mandate requirements apply once you reach 50 full-time equivalent employees, for example — but Illinois adds its own layer of obligations around COBRA continuation, FMLA, and other areas. ASI conducts compliance reviews as part of our standard service model, so you know where you stand before a threshold catches you off guard.

  • How do I set up employee benefits for a small business in Illinois for the first time?

    The process starts with a consultation where we review your headcount, budget, and workforce profile. From there, we pull carrier proposals, run a market analysis, and present plan options with side-by-side comparisons. Once you choose a plan, we handle enrollment setup through Employee Navigator and coordinate employee education so your team knows what they have from day one.

  • What does an employee benefits broker do, and why do I need one?

    A benefits broker manages the relationship between your business and the insurance carriers — sourcing plans, negotiating rates, handling compliance, and administering renewals. The right broker also brings technology and HR infrastructure you'd otherwise have to build or buy separately. ASI bundles HRIS, compliance tools, and enrollment technology into every client relationship at no additional cost.

  • Can ASI work with companies that only have 20 employees?

    Yes. We work with employers across a wide range of sizes, and some of our most active client relationships started when a company had fewer than 25 employees. Our model is built for growth — the infrastructure we set up at 20 employees scales cleanly to 100 and beyond without requiring you to change brokers mid-growth.

  • What carriers does ASI work with for group health insurance?

    Our carrier network includes Aetna, BCBS Illinois, The Standard, and others. The right carrier for your group depends on your location, workforce profile, and plan preferences — we run the comparison and present the options, so you're choosing from a curated shortlist rather than starting from scratch. How does renewal management work with ASI? Each year before your plan renewal date, we conduct a full market review — pulling updated carrier proposals, benchmarking your current plan against comparable options, and presenting a cost-and-coverage analysis. You make an informed decision; we handle the paperwork, carrier coordination, and employee communication on the other side of it. ---

Illinois Compliance Comes With the Territory

As your headcount grows, so do your legal obligations. ACA reporting requirements, COBRA election notices, ERISA plan document requirements, FMLA eligibility — Illinois employers face a layered set of federal and state rules that change with every hire. We build compliance review into our standard service model, not as an add-on. If a threshold is approaching, we flag it before it becomes a problem.


For deeper coverage of your HR compliance obligations — including Illinois sexual harassment prevention training requirements — visit our HR Services pages.

Why Scaling Employers Choose ASI Over a National Broker

National brokers reserve their best service for their largest accounts. At ASI, a 50-person company gets the same direct access, the same technology stack, and the same attention to detail that a 500-person group gets from a firm three times our size. That's not a positioning statement — it's a function of how we're structured.


  • Direct access to your named account team, not a call queue or rotating service rep
  • Free HRIS through Employee Navigator and HR compliance tools through Mineral HR, bundled into every client relationship
  • Bundled vendor pricing through ASI Complete that consistently beats what employers can negotiate on their own
  • A brokerage that has seen the 10-to-100 employee transition dozens of times and knows where the gaps appear


We serve employers across Chicagoland and throughout Illinois, with growing practices in Houston and Southern California.