COBRA Administration Checklist

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COBRA Administration Checklist

Company Name:

COBRA Administrator:

Plan Year:

Number of Covered Employees:

Employer Coverage & Initial Notice Requirements

☐Determine whether the employer is subject to federal COBRA requirements

Confirm that the employer maintained a group health plan and employed 20 or more employees on more than 50 percent of its typical business days in the prior calendar year, meeting the COBRA coverage threshold under IRC Section 4980B.

☐Identify all group health plans subject to COBRA continuation

Inventory all employer-sponsored group health plans that are subject to COBRA, including medical, dental, vision, prescription drug, health FSAs, EAPs, and HRAs, and confirm whether any plans are exempt (such as health FSAs that qualify for the limited exception).

☐Provide the COBRA general notice to all covered employees upon enrollment

Furnish the initial General Notice of COBRA continuation coverage rights to each covered employee and spouse within 90 days of coverage beginning, as required by the DOL model notice guidance.

☐Notify the plan administrator of qualifying events within 30 days

Establish procedures to ensure the employer notifies the plan administrator (or third-party COBRA administrator) within 30 days of a qualifying event that is known to the employer, such as termination, reduction in hours, or the employee's death.

☐Ensure qualified beneficiaries notify the plan of certain qualifying events

Communicate to covered employees and their families the obligation to notify the plan administrator within 60 days of a qualifying event known only to them, such as divorce, legal separation, a dependent child losing eligibility, or a second qualifying event.

Qualifying Events & Election Process

☐Identify all qualifying events triggering COBRA rights

Maintain a reference of qualifying events including voluntary or involuntary termination (other than for gross misconduct), reduction in hours, employee's death, divorce or legal separation, a dependent child ceasing to be a dependent, and the employee becoming entitled to Medicare.

☐Send the COBRA election notice within 14 days of receiving notice of a qualifying event

Provide the election notice to each qualified beneficiary within 14 days after the plan administrator receives notification of the qualifying event, using a notice that complies with DOL model notice requirements and clearly explains rights and deadlines.

☐Allow the full 60-day election period for qualified beneficiaries

Provide qualified beneficiaries at least 60 days from the later of the date of the qualifying event or the date the election notice is provided to elect COBRA continuation coverage, without pressuring or shortening the election window.

☐Process COBRA elections and retroactive coverage upon timely election

Upon receiving a timely COBRA election, enroll the qualified beneficiary retroactively to the date coverage was lost and ensure there is no gap in coverage, including processing any claims incurred during the election period.

☐Handle waiver and revocation of COBRA election within the election period

If a qualified beneficiary initially waives COBRA coverage, allow them to revoke the waiver and elect coverage at any time before the 60-day election period expires, with coverage beginning on the date of the revocation.

☐Determine the correct maximum coverage period based on the qualifying event

Apply the correct maximum continuation period: 18 months for termination or reduction in hours, 36 months for divorce, legal separation, dependent child loss of eligibility, or death, and 29 months when a disability extension applies.

Premium Collection & Payment Administration

☐Set the COBRA premium at no more than 102 percent of the applicable premium

Calculate the COBRA premium as 102 percent of the full cost of coverage (employer and employee portions combined), or 150 percent during the 11-month disability extension period, and communicate the exact amount on the election notice.

☐Allow the 45-day initial premium payment grace period

Provide qualified beneficiaries 45 days from the date of their COBRA election to make the initial premium payment covering the period from the qualifying event to the election date, without terminating coverage during this window.

☐Apply the 30-day grace period for subsequent monthly premiums

Allow a 30-day grace period for each monthly COBRA premium payment after the initial payment, and do not terminate coverage for non-payment until the grace period has fully expired without payment being received.

☐Process premium payments and maintain accurate payment records

Track all COBRA premium payments by qualified beneficiary, including dates received, amounts, coverage periods, and any shortfall notifications, maintaining records sufficient to demonstrate proper administration.

☐Send premium shortfall notices for insignificant underpayments

If a qualified beneficiary's payment is short by an insignificant amount (the greater of $50 or 10 percent of the required premium), provide written notice of the deficiency and allow 30 days to cure the shortfall before terminating coverage.

Termination of COBRA Coverage

☐Terminate COBRA coverage only for permitted reasons

End COBRA continuation coverage only upon the occurrence of a permitted termination event: expiration of the maximum coverage period, failure to pay premiums within the grace period, the qualified beneficiary obtaining other group health coverage, the qualified beneficiary becoming entitled to Medicare, or the employer ceasing to maintain any group health plan.

☐Provide notice of early termination of COBRA coverage

Send written notice to the qualified beneficiary as soon as practicable when COBRA coverage terminates before the end of the maximum coverage period, explaining the reason for termination and the date coverage will end.

☐Process the disability extension for Social Security disabled beneficiaries

Extend the 18-month COBRA coverage period to 29 months when a qualified beneficiary is determined by the Social Security Administration to be disabled within the first 60 days of COBRA coverage, provided the beneficiary notifies the plan within 60 days of the SSA determination and before the end of the 18-month period.

☐Handle second qualifying events extending the 18-month period to 36 months

Extend the maximum coverage period from 18 months to 36 months when a second qualifying event (such as divorce, death, or Medicare entitlement) occurs during the initial 18-month COBRA period, if the qualified beneficiary provides timely notice to the plan administrator.

Recordkeeping, Compliance & Penalties

☐Maintain COBRA administration records for at least six years

Retain all COBRA-related documentation including general notices, election notices, election forms, premium payment records, correspondence, and termination notices for at least six years, in line with ERISA's general document retention recommendations.

☐Coordinate with third-party administrators for accurate and timely COBRA processing

If using a third-party COBRA administrator, establish clear service-level agreements for notice delivery timelines, premium collection, enrollment processing, and reporting, and monitor compliance through regular audits.

☐Understand excise tax penalties for COBRA noncompliance

Be aware that failure to comply with COBRA requirements can result in an excise tax of $100 per day per qualified beneficiary under IRC Section 4980B, DOL civil penalties, and potential lawsuits by qualified beneficiaries for coverage and damages.

☐Review COBRA procedures when plan terms or carriers change

Update COBRA administration procedures and beneficiary communications whenever the group health plan changes carriers, modifies benefits, adjusts premiums, or undergoes open enrollment to ensure COBRA participants receive equivalent coverage options.

☐Audit COBRA processes annually for compliance

Conduct an annual review of COBRA administration including notice timeliness, premium accuracy, election processing, and termination procedures to identify and correct any compliance gaps before they result in penalties or litigation.

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What Is a COBRA Administration Checklist?

It is a checklist that helps you manage the elements of health coverage for employees along with their dependents as per the Consolidated Omnibus Budget Reconciliation Act and its requirements, at times of qualifying events. The COBRA administration checklist covers qualifying event identification, initial notification, coverage termination procedures, election period management, and premium collection. An ideal COBRA administration works to safeguard employers from potential lawsuits for denied coverage and excise taxes of around $100 for a day for an affected individual.

Why HR Teams Need The COBRA Administration Checklist

The COBRA administration deadlines have tight timelines, and any failure to meet them may lead to fines of $100 per day for a qualified beneficiary, together with possibilities of legal actions on statutory penalty, as well as actual damages in IRC section 4980B. The timeline starts from 30 days from the employer notification to 60 days, within which a qualified beneficiary must make his/her election and within 45 days for the first premium payment.

Key Areas Covered in This Checklist

The COBRA administration checklist includes seven identification factors as per the COBRA standards: general notice for new participants, recorded events' notice and timelines, and election notice requirements. It also has the premium calculation that includes payment tracking and a two percent administrative fee. It also includes the grace periods, open enrollment coordination, coverage duration rules covering the 18-month, 29-month, and 36-month periods, and early termination triggers.

How to Use This Free COBRA Administration Checklist

Use Hyring's free checklist generator to create a COBRA administration workflow that maps to your organization's health plan structure and qualifying event procedures. The Brief version serves as a fast guide for managers who have experience, whereas the Detailed version gives instructions for each kind of qualifying event. Download the checklist to make a COBRA file for each qualifying event.

Frequently  Asked  Questions

Which employers must comply with COBRA?

Firms having 20 or more employees on 50% of their working days should comply with the COBRA rules as far as group health plans of the employer are concerned. Full-time as well as part-time employees can be considered in the count of reaching 20 employees. Even an employer having fewer than 20 employees may be subject to mini COBRA laws.

What are COBRA qualifying events?

COBRA Qualifying Events are voluntary or involuntary termination of employment except for gross misconduct on the part of the employee, cutback of working hours, death of an employee, separation from the qualifying individual, loss of coverage status of a qualifying individual's dependent children under COBRA, or when the qualifying individual becomes eligible for Medicare. All these qualifying events have their own eligibility period, based on which COBRA coverage should be offered.

How long does COBRA coverage last?

The duration of COBRA coverage is typically 18 months for qualifying events such as termination from employment or a reduction in hours of employment. The coverage period extends to 36 months when the qualifying event relates to the death of a spouse or dependent child, divorce or legal separation, Medicare entitlement, or a dependent child's loss of eligibility under COBRA. The duration of COBRA coverage can also extend for up to 29 months in cases where the beneficiary is determined disabled by the Social Security Administration.

What notices must an employer provide under COBRA?

The employer is required to give the employee or their spouse a general notice about COBRA rights within 90 days from the date coverage begins. Upon the occurrence of a qualifying event, the employer should inform the plan administrator within 30 days, after which the plan administrator should give a notice of election to the eligible individuals within 14 days from the day they are informed of the qualifying event.

How much can an employer charge for COBRA premiums?

Employers may charge COBRA-qualified beneficiaries up to 102 percent of the applicable premium, which includes the full cost of coverage plus a two percent administrative fee. During a disability extension period, the premium may increase to 150 percent of the applicable premium for months 19 through 29. The applicable premium is the cost to the plan for coverage of a similarly situated active employee, including both the employer and employee portions of the premium.

What are the penalties for COBRA violations?

The IRS may also impose an excise tax equal to $100 per day of failure for each qualified beneficiary at a minimum of $2,500 per qualifying event and a maximum penalty of $500,000 for each taxable year for unintentional failures. Civil actions for statutory penalties not exceeding $110 per day, actual damages, and reasonable attorneys' fees can be brought by qualified beneficiaries under ERISA. Penalties are also imposed by the DOL, not exceeding $110 per day for each failure to give notice.

When can COBRA coverage be terminated early?

COBRA coverage may be terminated early if qualified beneficiaries do not pay premiums, the group health plan is terminated, qualified beneficiaries have become covered under another group health plan, there are no pre-existing condition provisions, qualified beneficiaries become covered under Medicare or if qualified beneficiaries act in ways leading to plan termination when they are active employees.

How do COBRA and HIPAA Special Enrollment Periods interrelate?

The Qualified Beneficiaries who have exhausted their rights under the COBRA program will be eligible for the HIPAA Special Enrollment Period, where they can enrol in their Spouses or Parents Group Health Plan after the exhaustion of the COBRA coverage period for 30 days. In addition, a newly acquired dependent by the Qualified Beneficiary through marriage or adoption during the COBRA Coverage period is eligible for COBRA coverage.

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Adithyan RK

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CEO & Co-founder, Hyring

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Adithyan RK is the Co-Founder and CEO of Hyring, an AI-native recruitment platform that has run over 900,000 AI interviews for companies ranging from early-stage startups to the Fortune 500. He has spent 18 years building technology businesses, starting with a digital consultancy in 2008 and a staff augmentation firm in 2017, before founding Hyring in 2022 to rebuild hiring around evidence instead of guesswork.

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Surya N is the Co-Founder and CTO of Hyring, where he architected the AI interviewing engine that has now conducted over 900,000 interviews for companies ranging from early-stage startups to the Fortune 500. A mechanical engineer who moved into artificial intelligence, he spent 6 years building AI applications inside a technology consultancy before co-founding Hyring, and wrote the first version of its AI interviewer from scratch: a system that listens, adapts its questioning in real time, and flags fraud rather than following a fixed script.

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Published on: 25 Mar 2026Last updated: 4 Apr 2026
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