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How to arrange health insurance before Medicare

By Sarah Chen, CFP | Reviewed by Elena Rodriguez, CFA | October 16, 2026
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Retiring at 62 leaves three years of health insurance before Medicare, and Tolleson Wealth Management usually compares COBRA, a marketplace plan and a spouse's work plan against the withdrawals funding your paycheck. Many retirees assume only wages count for marketplace premium help; traditional 401(k) and IRA withdrawals count too, while bank savings and qualified Roth withdrawals do not.

The deadline arrives quickly after job coverage ends. Federal rules generally give you 60 days to elect COBRA after the notice, and losing job coverage gives you 60 days to sign up for a marketplace plan outside open enrollment. Tolleson Wealth Management maps the coverage choice beside the monthly spending amount before a client enters an income estimate on a marketplace application.

Three ways to cover ages 62 through 65

COBRA, a marketplace plan and a spouse's work plan solve different parts of the gap between retirement at 62 and Medicare at 65. COBRA can preserve doctors and deductible progress, but it generally lasts up to 18 months and may cost up to 102 percent of the employer plan's full premium. That covers only half of a three-year gap, so Darnell needs another coverage choice later.

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A marketplace plan bases premium help on the household's estimated income for the coverage year. HealthCare.gov or a state marketplace can price the same household at several income levels before you choose. COBRA can be elected within 60 days of the notice and is retroactive when elected, which gives you a short period to compare without immediately losing continuity of care.

A spouse's work plan is often the least costly route when family coverage is available at a reasonable price. Darnell's wife, Fatima, works part time as a bookkeeper and has no employer health plan, leaving this hypothetical couple with COBRA or the marketplace. She is 60, so her coverage gap lasts five years, not three.

COBRA buys continuity, not three years

The second deadline is the marketplace window

Comparison of common coverage choices before Medicare; plan costs and networks vary by employer, year and location
FeatureCOBRAMarketplace planSpouse's work plan
Typical durationUp to 18 monthsUntil MedicareWhile job coverage lasts
DoctorsUsually unchangedPlan network variesEmployer network
Deductible progressUsually keptUsually starts overPlan terms apply
Premium helpNo marketplace creditIncome-based credit possibleEmployer contribution may apply
Best timingTreatment underwayThree-year bridgeFamily coverage offered

Does a 401(k) withdrawal shrink my marketplace premium help?

Yes. Traditional 401(k) and IRA withdrawals usually count toward the household income that sets marketplace premium help, so the source of a $6K monthly paycheck can change the credit even when spending stays the same. Pension income, untaxed Social Security benefits, tax-exempt municipal bond interest and Fatima's part-time pay also enter the household calculation when the couple files jointly.

Cash in a bank account is different: spending the balance does not count, although interest does. With a brokerage sale, only the gain counts as income. Qualified Roth distributions and HSA withdrawals used for medical bills generally do not count toward the marketplace income figure.

Before Tolleson Wealth Management sets the year's paycheck, it chooses the source for each monthly draw and compares the total with the marketplace estimate. If a market decline triggers a guardrail spending trim, the traditional-account withdrawal may drop too, and the marketplace estimate should be changed that month. Investment accounts can lose value, including below the amount invested, so a spending guardrail is not a promise that the account will hold its value.

Income that follows you onto the application

Quick test: If your marketplace income estimate depends on 401(k) or IRA withdrawals, set the full year's withdrawal amount and source before enrollment. Change the marketplace estimate in the same month a withdrawal changes it.

Same $96K paycheck, $36K less counted income

For illustration, take two hypothetical versions of Darnell and Fatima in the year Darnell turns 63. Both spend $96K annually. Fatima's bookkeeping pay supplies $24K, leaving each couple to find $72K for the year while they wait to claim Social Security at 67 or 70.

Couple A takes the full $72K from Darnell's 401(k). Its marketplace income is $24K of wages + $72K of traditional-account withdrawals = $96K. The household has the money it needs, but every dollar of that $72K enters the marketplace income calculation.

Couple B has the same accounts, same ages and same $96K spending, except it had set aside $36K in bank savings before retirement. It draws $36K from savings and $36K from the 401(k). Its marketplace income is $24K + $36K = $60K. The paycheck is identical, but counted income is $36K lower.

Lower counted income will usually produce a larger premium tax credit, but this article cannot put a dollar figure on it. Credit rules change, and the result also turns on ages and zip code. Price both $96K and $60K estimates through HealthCare.gov or the state marketplace before selecting coverage; the site's calculator can also help you test the withdrawal arithmetic.

There is a real trade-off. Couple B's cash lasts one year, so the couples may look alike again in year two. It also left $36K in the 401(k), where a later withdrawal is generally taxable. The cash changed when tax is paid; it did not make the tax disappear.

Tolleson Wealth Management sets the coverage choice and the paycheck in the same meeting, because the order of withdrawals decides what the marketplace application shows. We also bring a pending pension election into that conversation: a taxable monthly pension can raise the marketplace estimate for every remaining year before 65.

Two households, one changed withdrawal source

What the lower income number does not solve

Twelve to 15 years out, build a separate gap reserve

Someone 12 to 15 years from retirement has time to build cash and Roth dollars for the Medicare gap. The IRS limit for 2026 gives workers age 50 and older an $8,000 401(k) catch-up, while ages 60 through 63 can contribute an $11,250 catch-up; prior-year FICA wages above $150,000 require catch-up contributions to be Roth. The IRS family HSA limit for 2026 is $8,750, plus a $1,000 catch-up at 55 or older, and HSA money can pay COBRA premiums tax-free before Medicare. HSA contributions stop once Medicare begins.

Can we change plans or undo a withdrawal once the year starts?

You can update a marketplace income estimate during the year and choose a different marketplace plan during fall open enrollment or after a qualifying event, but a spent 401(k) withdrawal cannot be put back. Exhausting COBRA counts as losing coverage; voluntarily dropping COBRA midyear generally does not create a special enrollment period.

A December 401(k) withdrawal left out of the marketplace estimate often surfaces the next spring. The marketplace sends Form 1095-A in January, and IRS Form 8962 compares advance premium tax credits with the credit supported by actual income. A new-roof withdrawal that raised income beyond the estimate can force repayment of part or all of the advance credit, often several thousand dollars from the refund or out of pocket.

Keep the application estimate alive after enrollment. A raise in Fatima's hours, a pension payment, capital gains, a Roth conversion or a large traditional-account distribution deserves a fresh estimate. Medicare IRMAA planning is related but separate: Medicare premiums use earlier income, while marketplace assistance focuses on the coverage year's expected household income.

The choices you can still change

The January form that exposes a missed estimate

Which coverage route fits Darnell's household?

COBRA fits someone in treatment, someone who has met a deductible, a gap of 18 months or less, or a household unlikely to receive marketplace credits. A marketplace plan fits a couple able to limit counted income for a period, as Couple B did. A spouse's work plan fits when the working spouse can add family members for a reasonable payroll cost.

The main table assumes credit amounts vary by coverage year, age and zip code. Use it to decide what to price first, then get actual plan details before electing coverage.

Three situations where the usual advice changes

At 65, the household splits coverage

Darnell's Medicare initial enrollment period lasts seven months and begins three months before the month he turns 65, according to Medicare. Fatima can remain on marketplace coverage for two more years, with their joint income still affecting her credit.

If-then guide for coverage from retirement at 62 until Medicare at 65 (general rules; credit amounts vary by year, age and zip code)
If your situation isThen look first atWhy
Mid-treatment or deductible already metCOBRA for nowSame doctors, deductible progress kept
Counted income can stay modestMarketplace plan with premium creditLower income, usually larger credit
Spending comes mostly from 401(k)Price full-cost marketplace vs COBRACredits may shrink or stop
Spouse's job offers family coverageSpouse's work planOften the lowest premium
Turning 65 within seven monthsMedicare enrollment datesWindow opens three months before

Bring the COBRA notice and 401(k) statement

Talk with Tolleson Wealth Management during the 60 days after a COBRA election notice arrives and before filing a marketplace application. Bring the benefits-office notice, current 401(k) and bank statements, Fatima's pay stubs, the pension election packet and last year's federal return so monthly withdrawal sources can be set before the income estimate is entered.

The same $96K paycheck can produce $36K less marketplace income when part of it comes from cash.

Questions about health insurance before Medicare

Can I lower my marketplace income estimate halfway through the year if a market drop trims our withdrawals?
Yes, if the expected withdrawal reduction changes your projected household income. Update the marketplace application as soon as the reduction is known, not at tax time. Keep records of the changed withdrawal schedule, because the final premium tax credit is reconciled against actual income on IRS Form 8962.
Does my wife's part-time paycheck count toward my premium tax credit?
Yes, when spouses file a joint federal return, a wife's part-time wages generally count in the household income used for marketplace premium help. Her wages should be added to pension income, traditional IRA or 401(k) withdrawals, interest and other counted income when estimating the coverage year's total.
What happens if our 18 months of COBRA run out before I turn 65?
The end of COBRA generally creates a special enrollment opportunity for marketplace coverage, so you do not need to wait for fall open enrollment. Start comparing marketplace plans before COBRA ends, because deductibles, doctors and prescription coverage may differ from the employer plan you are leaving.

Where the rules come from

This is general information, not personalized investment, tax, or legal advice. Investing involves risk, including possible loss of principal. Talk to a financial professional before making decisions about your money.

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