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Mountainside Insurance Management works with employers of every size, from local Colorado businesses looking for straightforward, competitively priced fully-insured coverage to larger organizations across the country with 50 or more employees exploring self-funded, level-funded, or captive arrangements. Wherever your business falls on that spectrum, we help you evaluate the funding structure that actually fits your risk tolerance, claims history, and cash flow, and for larger groups we go further, working alongside your HR leadership to select the right third-party administrator, negotiate stop-loss coverage, and manage plan utilization year-round. The goal is always the same: controlling long-term costs while offering benefits that attract and retain today’s workforce.
We work with a broad network of carriers to help you build a customized Employee Benefits program. This includes:
We work with a firm to deliver teleservices as part of your employer-sponsored plans. This enables your employees to receive convenient, high-quality care, 24/7. Care is delivered by board-certified physicians with an average of 20 years of experience. Employees can get care immediately and save money.
Mountainside can also assist businesses with ACA reporting to the IRS.
In a fully-insured plan, your business pays a fixed monthly premium to an insurance carrier, and the carrier takes on all financial risk for employee claims. Costs are predictable, but you can’t recover savings even in a low-claims year.
In a self-funded plan, your business pays employee claims directly (typically through a third-party administrator), and only buys “stop-loss” insurance to cap your worst-case risk. This gives you more control over plan design and the potential to save money — but only makes sense once you have enough employees and financial stability to absorb claim variability.
Most businesses under 50–100 employees do better fully-insured. We help you run the numbers for your specific group before recommending either.
Only with a qualifying life event (QLE) — examples include marriage, divorce, birth or adoption of a child, loss of other coverage, or a change in employment status. The employee typically has 30 days from the event date to notify HR and submit documentation; miss that window, and the dependent generally has to wait until the next open enrollment period.
If a QLE is reported late due to an administrative error rather than employee delay, it may sometimes be handled as an administrative correction rather than a standard QLE — but this depends on plan documents and carrier rules, so it should be reviewed case-by-case with your broker.
To contribute to a Health Savings Account (HSA), an employee must be enrolled in a qualified High-Deductible Health Plan (HDHP) that meets IRS minimum deductible and maximum out-of-pocket limits, which change annually. A plan that doesn’t meet these limits — even slightly — can disqualify HSA contributions retroactively, creating tax problems for both the employer and employees.
This gets more complicated with deductible reimbursement arrangements (where an employer reimburses part of the deductible) — these structures need to be reviewed carefully, since the wrong design can violate HSA eligibility rules even if the intent is to help employees.
Generally required if you’re an Applicable Large Employer (ALE) — 50 or more full-time equivalent employees in the prior year. If you’re under that threshold, ACA reporting usually isn’t required, but other state-level reporting rules may still apply depending on where your employees are located.
These terms are often used interchangeably, but technically: a qualifying life event is the triggering circumstance (marriage, birth, job loss, etc.), and the special enrollment period is the window of time it opens up for making plan changes. Both group health plans and ACA marketplace plans use this framework, though specific deadlines and documentation requirements can differ between the two.
Any time you change carriers, plan design, employee classes, or contribution structure mid-year, it’s worth a compliance check — especially around ACA affordability rules, HSA/HDHP qualification, and nondiscrimination testing. Small changes that seem administrative can sometimes have downstream tax or compliance effects.
Self-funded plans give employers more control and more upside. Because you’re paying actual claims instead of a fixed premium, a good claims year turns into real savings instead of disappearing into the carrier’s margin. You also gain flexibility over plan design, wellness programs, and network choice that fully-insured plans don’t allow, along with exemption from certain state premium taxes and some state-mandated benefits. The tradeoff is more exposure to claims volatility, which is why stop-loss coverage and a close read of your claims data matter so much before making the switch.
Level-funded plans are essentially a bridge between the two models. You pay a consistent monthly amount, like a fully-insured plan, but the underlying structure is self-funded, with a portion set aside for a claims fund and stop-loss protection built in. If claims come in under budget, employers can get a refund at year-end, something that never happens with fully-insured coverage. It’s a lower-risk way for employers who aren’t ready for full self-funding to build claims history and get comfortable with the model before taking on more risk.
A group captive pools stop-loss risk across several self-funded employers, usually through a broker-sponsored program, instead of each business buying stop-loss coverage on its own in the open market. It gives smaller self-funded employers access to more stable, less volatile pricing, shared claims benchmarking against similar-sized groups, and sometimes a share of underwriting profit when the group’s claims run favorably. Captives tend to make the most sense for employers roughly in the 50-to-a-few-hundred-employee range who are ready to self-fund but want more predictability than going it alone.
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