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Services · Teams of 100 to 249

Employee benefits for 100 to 249 employees

At this size the health plan is usually one of the largest line items in the budget. The questions shift from which plan to funding, data, pharmacy and process.

📅 Updated October 2026👤 Written by Amanda & Erik Moran, licensed brokers
The short answer

100 to 249 employees, in one box

At a glance

In most states we serve, a group this size is in the large group market, where renewals reflect your own experience. In New York, a group of exactly 100 is still small group; 101 or more is large group. Form 5500 filing generally applies once an insured plan has 100 or more participants at the start of the plan year; that counts covered employees, COBRA participants and retirees, not your total headcount.

This is the size where self-funding with stop-loss becomes realistic for many groups, pharmacy becomes the line to manage, and a written process with data, timelines and a decision memo beats a renewal that simply rolls over.

What changes at 100

Six things that change at this size

Form 5500 enters the picture

Insured plans generally file once they have 100 or more participants at the start of the plan year, and a plan that holds money in a trust or separate fund can owe it below 100. Covered employees, COBRA participants and retirees count, dependents don’t.

Self-funding becomes realistic

You pay claims as they happen, with specific and aggregate stop-loss limiting large losses and a third-party administrator running the plan. In exchange for claims risk you get data, control and, generally, freedom from state insurance mandates and premium taxes.

Pharmacy is the fastest-moving cost

GLP-1 coverage decisions, specialty drugs and formulary changes can move a renewal more than medical trend. On self-funded plans, pharmacy contract terms matter too.

Benefits administration needs a system

Enrollment platforms, payroll deduction feeds and eligibility files replace spreadsheets. We help you pick the right setup with our partners.

Marketing means several funding types

A real market check compares fully insured, level funded and self-funded on the same census, not just three fully insured quotes.

The compliance calendar fills up

Gag clause attestation every December 31, the RxDC report every June 1, Medicare Part D notices before October 15, and ACA reporting each year.

Decision matrix

How the funding models compare

Qualitative comparison. Real results depend on your group, your contracts and your state.
Fully insuredLevel fundedSelf-funded with stop-loss
Cost certaintyHigh: a fixed premiumHigh month to month; renewal follows claimsLower: claims vary month to month
Savings potentialLowestModerate, with a possible refund depending on the plan’s termsHighest over time for a stable group
Claims risk to the employerNoneCapped by stop-lossCapped by stop-loss, with more exposure
Data you receiveLimitedRegular claims reportingFull claims data
Employer workloadLowestLow to moderateHighest, shared with an administrator

Sources: U.S. Department of Labor: Form 5500 series; CMS: gag clause prohibition compliance attestation; CMS: prescription drug data collection (RxDC); KFF 2025 Employer Health Benefits Survey.

Timing

A realistic timeline

Day -180KickoffGoals, budget and data request
Day -150Data inCensus, claims and current contracts
Day -120To marketCarriers, stop-loss and administrators
Day -90ResultsFunding comparison and decision memo
Day -60DecisionLeadership meeting and contracts
Day 0EffectiveEnrollment done, then quarterly reviews

An example for a January 1 plan year. A same-funding carrier change can run shorter.

Next steps

Related reading

100 to 249 FAQ

What CFOs and HR directors ask us

How do we know if self-funding is right for us?

Look at four things: how stable your claims have been, how much cash-flow variation you can absorb, whether you want the data and plan-design control, and the cost of stop-loss and administration for your group. We model it against fully insured and level funded on the same census before recommending anything.

What is stop-loss insurance?

Insurance for the employer on a self-funded or level-funded plan. Specific stop-loss caps what you pay for any one person’s claims in a year; aggregate stop-loss caps your total claims. The contract terms, like the deductible level and how claims incurred late in the year are handled, matter as much as the price.

Do we need to file Form 5500?

Insured welfare plans generally file once they have 100 or more participants at the start of the plan year. Participants are covered employees, former employees on COBRA and retirees, not dependents. A plan that holds money in a trust or separate fund, which some self-funded and level-funded arrangements do, can owe a filing below 100. Your administrator or a compliance partner prepares it; we keep the date.

How do we control pharmacy costs?

Decide your GLP-1 coverage policy deliberately, review formulary and tier changes at each renewal, and, on self-funded plans, look closely at pharmacy benefit contract terms. Pharmacy is usually the fastest-growing part of the renewal.

Can we change brokers in the middle of the year?

Often, yes, through a broker of record letter, without changing your plan. Carrier rules and timing vary, so we confirm them before anything is sent. See the broker RFP guide for how to compare advisers.

How long does a full marketing take?

Plan on 150 to 180 days before your effective date if you might change funding, and at least 120 days for a carrier change on the same funding model.

Written review in 5 business days

Start with your current renewal

Send your renewal and plan details. Within 5 business days of receiving them, you get a written review and a recommendation on whether a full market check is worth it.

✓ No broker fee✓ Licensed in 31+ states✓ Real brokers, not a call center

The review is advisory. It is not a carrier quote, an actuarial opinion or a guarantee of savings.