Most benefits compliance failures are not decisions. They are dates that passed while somebody was busy. Almost all of them run off your plan year rather than the calendar, which is exactly why they get missed. Below is what a plan year actually obliges you to do, and which of it we carry.
Each deadline below is expressed the way the regulation expresses it — relative to your plan year — with the calendar-year plan date in brackets. Which ones apply depends on your size and funding model.
Last day of the seventh month after your plan year ends. [Calendar-year plan: 31 July.] A Form 5558 extension buys up to two and a half months more [15 October], but it has to be filed on or before the original due date.
ERISA welfare plans. Exempt if fewer than 100 participants at the start of the plan year and unfunded, fully insured, or a combination. Funded through a trust and you file at any size.
Within nine months after the plan year closes [30 September]. If the 5500 was extended, within two months after the extension period ends [15 December].
Not required if the plan is exempt from filing the 5500. Totally unfunded welfare plans are exempt.
31 January, plus a permanent automatic 30-day extension — so about 2 March. No further extension exists. See “What changed” below: you may now be able to post a notice instead of mailing.
Applicable large employers. Always calendar-year based — this one never follows your plan year.
28 February on paper, 31 March electronically (next business day if that falls on a weekend or holiday).
Electronic filing is mandatory once you file 10 or more information returns in aggregate — W-2s, 1099s and 1095s counted together. In practice that is nearly every applicable large employer.
Annually, before 15 October — ahead of Medicare’s annual enrollment window. Also at initial eligibility, at the coverage effective date, on any change in creditable status, and on request.
Any employer offering prescription drug coverage. A fixed calendar date, not a plan-year one.
Within 60 days after your plan year begins, within 30 days of terminating drug coverage, and within 30 days of any change in creditable status.
Filed online with CMS. This one does run off your plan year, which is why it is the more commonly missed of the two.
Within 15 months after the end of the plan year, or a longer limit CMS specifies, the sponsor submits actual costs and CMS adjusts that year’s payments.
Only for employers taking the Part D retiree drug subsidy. A determination can be reopened at the sponsor’s request within a year for any reason, and up to four years where there is new evidence or an error in the computation.
31 July of the calendar year following the last day of your plan year. A plan year ending 31 January 2026 is therefore not due until 31 July 2027.
Sponsors of self-insured plans, including level-funded plans and most HRAs. If you are fully insured the carrier pays it — but a fully insured plan with an HRA alongside means you owe it on the HRA.
No later than 30 days before the first day of the new plan year at renewal. With enrollment materials otherwise, within 90 days for special enrollees, and within seven business days on request.
A mid-year material change not already reflected in the SBC needs notice at least 60 days before it takes effect.
Annually, to employees in states that offer Medicaid or CHIP premium assistance — whether or not they are enrolled in your plan.
The regulation says only “annually”; the practical answer is to send it with open enrollment materials so it has a fixed home in the year.
1 June each year, covering the previous calendar year. Plan-level spending on prescription drugs and on medical claims, filed to CMS through the Health Insurance Oversight System.
Group health plans of every size, insured and self-funded. Your carrier, TPA or PBM files most of the data. The plan-level file is the one that gets missed, because nobody else can produce it.
31 December each year. An attestation that nothing in your contracts with a network, a TPA or a provider stops you from seeing your own claims and cost data.
Group health plans of every size, insured and self-funded. A carrier or TPA may submit for you. Get that in writing — the attestation is the plan’s obligation, not theirs.
Every federal penalty behind these deadlines, in one table →
These are the current figures. Where the 2027 number is already published we have put it alongside, because most of the renewals being quoted right now straddle both years.
9.96% of household income. The most an employee can be asked to pay for self-only coverage before your offer stops counting as affordable. For plan years beginning in 2027 it rises to 10.22%.
Price against a safe harbor you can actually see — W-2, rate of pay or federal poverty line — not household income you will never know.
$3,340 and $5,010 per full-time employee, per year. The first if you offer nothing to substantially all full-time employees. The second if the offer is unaffordable or fails minimum value.
The first counts every full-time employee less the first thirty. The second counts only the ones who took a subsidy on the Marketplace.
$10,600 self-only, $21,200 family. The ceiling on in-network cost sharing for essential health benefits. For 2027: $12,000 and $24,000.
This is not the HDHP limit below, and the two are not interchangeable. A plan can clear one and fail the other.
$1,700 and $3,400 minimum deductible. $8,500 and $17,000 maximum out-of-pocket. What a plan has to look like before an HSA is allowed to sit next to it.
Self-only first, family second. Embedded deductibles are where family plans usually break the test.
$4,400 self-only, $8,750 family, plus the $1,000 catch-up from age 55.
Catch-up is per account holder. A couple both over 55 need two accounts to use both.
$3,400, with up to $680 carrying into the next year.
Carryover and a grace period are alternatives, not a pair. A general-purpose carryover also blocks HSA eligibility into the following year.
$3.84 per covered life for plan years ending between 1 October 2025 and 30 September 2026. The band before it was $3.47.
Self-funded and level-funded plans pay it themselves on Form 720. On a fully insured plan the carrier pays it and you do not file.
$2,200 for the plan year. The standalone account you can fund for someone who declines your plan.
Useful where a spouse’s plan is the better buy and you still want to put money behind the employee.
Employer headcount is what switches most of these obligations on, and the thresholds do not line up neatly. Here is roughly where each band sits.
Under 50 full-time and full-time-equivalent employees you are not an applicable large employer — no employer mandate and no 1094-C or 1095-C filing. Federal COBRA begins at 20 employees — the same threshold in every state. Michigan has no state continuation law behind it, so a Michigan employer under 20 has no continuation obligation at all. ERISA plan documents, SBCs, and the Part D and CHIP notices apply from your very first plan, at any size.
Crossing 50 full-time equivalents makes you an applicable large employer: the employer mandate and 1094-C/1095-C reporting begin, measured on the prior calendar year — so the obligation arrives a year after the growth did. Form 5500 follows once the plan reaches 100 participants — counted as covered employees, not dependents.
At this size self-funding becomes the common answer — including level funded, which is self-funded up to the attachment point however much the invoice looks like a premium. It carries obligations a fully insured employer never sees: the PCORI fee on Form 720, owed by you rather than the carrier, and Section 105(h) non-discrimination testing on the plan. Multi-site payrolls also start to complicate eligibility data.
Carve-outs mean several arrangements, each with its own plan document, disclosures and reporting. Populations spread across states pick up state leave and continuation rules that do not follow your head office, and fiduciary process stops being informal.
Every ERISA welfare plan is in scope unless it qualifies for the small-plan exemption. Two things decide it, and the second one is where the language gets confusing.
You are exempt only if both are true: fewer than 100 participants at the start of the plan year, and benefits paid from the employer’s general assets or through an insurance contract rather than through a trust.
Miss either condition and you file, at any headcount.
In everyday benefits language a plan is fully insured or self-funded. ERISA uses the word differently: a plan is “funded” when its assets sit in a trust.
So a fully insured plan and a self-funded plan paid from general assets are both unfunded for this test — and both can use the exemption. Put a trust in place and the exemption disappears regardless of size.
Level funded counts as self-funded. The invoice arrives looking like a fully insured premium, but the employer is funding claims up to an attachment point with stop-loss above it — which is why level-funded plans get classified wrongly more often than any other kind.
Covered employees, not their dependents. A plan covering 80 employees and 140 dependents is at 80, not 220.
Count it at the start of the plan year. Crossing 100 mid-year does not pull you in until the following year.
Last day of the seventh month after the plan year ends [calendar-year plan: 31 July]. Form 5558 extends it by up to two and a half months [15 October], but it has to be filed on or before the original due date — you cannot extend retroactively.
A Summary Annual Report goes to participants within nine months of the plan year closing [30 September], or two months after the extension period ends if you extended [15 December].
No 5500 obligation means no SAR obligation.
Penalties on a delinquent 5500 accrue per day, per filing, with no natural ceiling — which is what makes an old missed filing expensive rather than merely awkward.
The DOL runs a Delinquent Filer Voluntary Compliance Program for exactly this: file late voluntarily, before you are contacted, and the penalty is capped at a fraction of the exposure.
COBRA failures are almost never a decision someone made. They are a day count that ran out.
Within 90 days of coverage beginning.
30 days after the qualifying event.
14 days after being notified — or 44 days from the event where you are your own administrator, which most employers are.
At least 60 days, running from the later of the notice date or the date coverage would be lost.
Divorce, a child aging off, a disability determination — the individual has 60 days to tell the plan.
CMS revised the arithmetic behind Medicare Part D creditable coverage. The old simplified method asked whether the plan was expected to pay 60% of prescription drug costs. The revised one asks for 72%. Nothing about your benefits has to change for the answer to flip.
For 2026 a group plan that does not claim the retiree drug subsidy may use either method. Re-test before the October notice goes out. Sending a creditable notice for a plan that is not creditable hands an employee a Part D late enrollment penalty they had no way to see coming.
On 26 August 2026 Labor, HHS and Treasury issued new wellness guidance. If an employee meets a reasonable alternative standard partway through the plan year, you may start the reward from that point forward instead of backdating it to January.
The same guidance draws a line on disclosure. The alternative-standard notice belongs in every material that describes the program’s terms. It does not have to appear in one that merely mentions the program exists.
The Departments are not enforcing what was new in the 2024 mental health parity rule while they reconsider it through rulemaking. That relief reaches only the new provisions. The 2013 rule still stands.
What did not move: the 2021 statutory duty to produce a written comparative analysis of every non-quantitative treatment limitation, on request. Fully insured or self-funded, it is the plan’s document to hand over. Anyone describing parity as suspended is reading the headline rather than the statement.
Bronze and catastrophic-level plans became HSA-compatible on 1 January 2026 without having to meet the deductible test, direct primary care arrangements no longer block eligibility, and the telehealth-before-deductible safe harbor is permanent rather than a temporary extension.
If a plan design was ruled out of an HSA strategy at a prior renewal on any of those three grounds, the ruling is stale. It is worth re-pricing.
The Paperwork Burden Reduction Act moved furnishing to an on-request model. Instead of mailing every employee a 1095-C, you can post a clear and conspicuous notice on your website saying a copy is available on request.
The conditions matter: the notice goes up by the furnishing deadline, stays up through 15 October, and a requested copy goes out within 30 days. Several states — California, New Jersey, Rhode Island, Massachusetts and DC among them — run their own furnishing mandates that this federal relief does not switch off.
The timing everyone quotes for Section 125 testing comes from proposed regulations issued in 2007 that were never finalized. It is established practice rather than settled law.
What follows from that is practical, not academic: run a projection mid-year and the real test as of the last day of the plan year, because a Section 125 failure generally cannot be corrected once the year has closed.
Your account manager holds the compliance calendar for your plan year, so the reminder arrives before the deadline rather than after it.
ACA reporting, ERISA documents and the annual disclosures — prepared and reviewed, not handed back to you as a checklist.
CPAs and ERISA attorneys are available through us when a question runs past what a licensed insurance broker should answer alone.
Fifty employees changes your obligations materially, and it is easy to cross without noticing. We watch the count rather than waiting for you to report it.
State leave, continuation and reporting rules do not follow your head office. With benefits expertise well beyond Michigan, a distributed workforce does not mean a second broker.
Sourced from the agencies that write the rules: the U.S. Department of Labor for ERISA — Form 5500, the SAR, COBRA notices and participant disclosures; the Internal Revenue Service for the tax-code side — ACA employer reporting, the PCORI fee and non-discrimination testing; and CMS for Medicare Part D creditable coverage. General information, not legal or tax advice: which rules apply to your plan depends on its size, funding and documents. CFH Insurance Consultants are licensed insurance brokers; CPAs and ERISA attorneys are available through us.
Every one of these arrives from an employer who has read the dates and still cannot tell which of them are theirs.
There is no single number, which is why this trips people. COBRA starts at 20. The ACA employer mandate and FMLA both start at 50, count differently, and FMLA adds a second test — 50 employees within 75 miles of the worksite — before any one employee is eligible — and what bad FMLA administration costs is its own subject. The Form 5500 turns on 100 participants rather than employees. The Summary Plan Description applies from your first covered employee. An employer can sit below the mandate and still owe most of the list.
Most of it. The Summary Plan Description, the Summary of Benefits and Coverage, the CHIP notice, the Part D notice and its CMS disclosure, and the gag clause attestation all apply without reference to the mandate threshold — and the Form 5500 arrives once you have 100 participants or a funded plan. What being under 50 spares you is the employer mandate itself and the 1094-C and 1095-C reporting that comes with it.
For plan years beginning in 2026, an employee’s cost for the lowest-priced self-only option that meets minimum value cannot exceed 9.96 percent of income. For 2027 it rises to 10.22 percent. Income is measured through a safe harbor — W-2 Box 1, rate of pay, or the federal poverty line — because no employer knows an employee’s household income, which is what the statute nominally measures against. Cash paid to employees who waive coverage can count toward that cost too — see cash in lieu of benefits.
Not necessarily. You may instead post a clear and conspicuous notice telling employees they can request one. The notice has to be up by March 2 and stay up through October 15, and a requested form has to be furnished within 30 days. Filing with the IRS is unchanged, and it has to be electronic once you file ten or more information returns of any kind in the year — W-2s and 1099s count toward the ten.
Not if it had fewer than 100 participants at the beginning of the plan year and is unfunded, fully insured, or a combination of the two. Participants means covered employees plus people on COBRA and covered retirees — not dependents. And the exemption is from the filing only. It does nothing to the Summary Plan Description obligation, which is where most employers in this position are actually exposed.
The carrier is responsible for the policy and for what it files on its own behalf. The plan sponsor owes the Summary Plan Description, the participant notices, the Form 5500 where one is due, and the answer when someone asks. The clearest case is the plan document itself: a certificate of coverage is not one, and neither is the benefits guide.
It is an annual attestation, due December 31, that your plan’s contracts do not restrict access to cost and quality information. Both funding types owe it. If the issuer submits on a fully insured plan’s behalf, both the plan and the issuer are treated as having satisfied it — which is worth confirming each year rather than assuming.
Creditable means the coverage is expected to pay out at least as much as standard Part D. The determination comes from the carrier or an actuary, not from the employer, and it has moved for some plans as the Part D benefit itself has changed. Two deadlines hang off the answer: notice to Medicare-eligible employees before October 15, and the online disclosure to CMS within 60 days of the start of your plan year.
For a late Form 5500 there is a voluntary correction program that costs materially less than waiting to be found — and it is only available before the Department of Labor contacts you. That is the entire argument for dealing with a missed filing the week you notice it rather than the quarter you notice it. Here is how a late filing gets corrected. If a letter has already arrived, here is what it means and what it costs.
Compliance follows the work location, not the headquarters address. State continuation coverage, leave entitlements, pay rules and notice requirements attach where the employee actually works, and one remote hire can put you inside a state’s rules without anything on your plan changing.
General information about federal benefits compliance, not legal advice. Plan-specific questions belong with ERISA counsel, and we will bring them in.
Most compliance trouble starts with a word nobody defined or a rule nobody wrote down. Both are covered here.
Most employers are not sure which benefits rules apply to them. The deadlines are scattered through the year. The notices have strange names. Benefits compliance in Bloomfield Hills gets simpler when someone puts it all on one calendar for you.
We are CFH Insurance Consultants, an independent benefits firm on Woodward Avenue since 2007. No carrier owns us. We help employers in Oakland County, Detroit and across Michigan stay on top of the rules.
Benefits compliance means following the laws that govern your employee benefits. The main one is ERISA. ERISA is the federal law that sets rules for most employer health plans, including the documents and notices you must give employees.
Here is how we help with benefits compliance in Bloomfield Hills:
It depends mostly on your size. Here are key thresholds and dates:
Only at 20 or more employees. Michigan has no state continuation law. So federal COBRA applies at 20 or more employees. Under 20, there is no continuation duty.
That surprises many small employers who expect a state rule like other states have. If you are near 20 employees, check your headcount each year so you know when COBRA starts to apply.
Some plans must and some do not. It depends on your plan size and setup. We help you find out and put the date on your calendar.
It tells employees on Medicare whether your drug coverage is at least as good as Medicare’s. It is due by October 15.
It affects your paid time off policies. We can help you connect those questions to the right advisor.
Book a 30-minute call or send us your renewal, and we will map out your compliance calendar. Visit us at 41000 Woodward Avenue, Suite 350 East, Bloomfield Hills, MI 48304, or call 248.370.8853.
We’ll tell you whether it looks competitive, where we see opportunity, and the five questions we’d put to your carrier. No cost, and no obligation to move anything.
The renewal letter
Your current plan summary
Contribution split by tier
Enrolled counts by tier
Four documents — two more if your group is 50 or more. Nothing else; every extra one is a reason to postpone.
An independent employee benefits consulting firm. We look at the entire benefits program — cost, plan performance, risk and administration.
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Three calculators built from the same rules as this page, with your own dates and figures in them.
Four questions, and you get only the obligations that apply to you, with your Form 5500 and Summary Annual Report dates calculated from your plan year. Run the checker
Test your lowest-cost self-only contribution against all three safe harbors, for 2026 and 2027, and see how much headroom you have. Test affordability
Count full-time equivalents properly, including part-time aggregation and the common-ownership trap, to see whether you cross fifty. Count your equivalents