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How to Solve Your Health Care Money Messes

A step-by-step plan of attack for dealing with losing medical coverage, an unaffordable procedure and Medicare choices


hundred dollar bills fly out of a birds nest
C.J. Burton

“There are layoffs at work, and I might lose my medical coverage.”

Start Here: Ask your benefits department how long employer-sponsored medical insurance would last after a layoff. “Coverage varies by employer, but it often runs to the end of the month, though it may end immediately or last longer,” says Vincent Birardi, senior wealth adviser at Halbert Hargrove in Long Beach, California.

What comes next: Consider these three options, all of which are typically available as long as you sign up soon after you’ve lost your coverage. First, if you’re married and your spouse has ­employer-sponsored health insurance, you can enroll in your spouse’s plan within 30 days of being dropped from yours. Second, you can continue your employer’s medical coverage for 18 to 36 months under the law known as COBRA — you have 60 days to apply — but you would pay both your and your former employer’s share of the premium. Third, you can secure individual coverage — again, within 60 days — through the ACA’s Health Insurance Marketplace at healthcare.gov.

“I need a medical procedure that I can’t afford.”

Start here: If your insurer is denying coverage for part or all of your needed care, file an appeal. In 2023, people on Medicare Advantage plans succeeded in reversing prior authorization denials 82 percent of the time, while traditional Medicare users got a reversal in 29 percent of cases in 2022. And healthcare.gov insurance plan buyers saw a decision change in 44 percent of appeals, according to KFF, a nonprofit health policy research organization. Review your plan materials for appeal instructions and ask your medical provider for information that could help you challenge your insurer’s denial.

The government also offers several financial-assistance programs for Medicare enrollees that are underutilized, says Juliette Cubanski, deputy director of KFF’s Program on Medicare Policy. These include Medicare Savings Programs, which help pay for Medicare Part A and B expenses; the “Extra Help” program, which assists with Medicare drug coverage (Part D) costs; and Supplemental Security Income, which automatically enrolls you in Extra Help and usually makes you eligible for Medicaid. At shiphelp.org, Medicare users can get help with the appeal process and signing up for assistance programs.

If you’re not yet on Medicare, nonprofits like the Patient Advocate Foundation offer appeal guidance. Or you can try Counterforce Health, a free AI-based service at counterforcehealth.org that crafts customized appeal letters and gathers supporting research on your behalf. Consider applying for Medicaid too, as this state-administered program covers many medical costs for low-income households.

What comes next: Ask your provider for help. The Affordable Care Act requires nonprofit hospitals to offer free or discounted health care, also known as charity care, to patients who need it. Some states also mandate when free or reduced services must be given. Visit dollarfor.org to learn about your state’s policy.

Some providers might reduce your costs in exchange for an up-front lump sum payment or accept an interest-free repayment plan. “Health care organizations would rather get a little less over a longer period or less still with an up-front single payment than write off the bill as a loss,” says Deb Gordon, director of the Alliance of Professional Health Advocates and author of The Health Care Consumer’s Manifesto.

“I have to pick a Medicare plan, but I’m overwhelmed by all the options.”

Start here: Zero in on the access to care you want if you get sick, as well as the care trade-offs you’re willing to make, says Ann Kayrish, AARP’s Medicare Made Easy columnist. That’s crucial to your most significant decision — choosing between original Medicare and a Medicare Advantage plan. If you have continued good health, your premium costs over the long run will be lower with Medicare Advantage, says Kayrish, but MA plans have a limited network of health care providers and will also require you to get prior authorization for certain appointments and medications. Original Medicare, with a Medigap policy to help cover out-of-pocket costs, will likely be costlier for some years, Kay­rish says, but will give you more flexibility and access to providers. Opting for original Medicare when first eligible lets you buy a Medigap plan without risking a denial based on your health history, which may not be the case if you choose MA now and switch to original Medicare later. “Are you willing to accept reduced access to care for a lower price or pay more for greater access to care?” asks Kayrish.

What comes next: Browse aarp.org/medicare for enrollment guidance, answers to frequently asked questions, Medicare news and more. At medicare.gov, you can find plans, providers and services, and at shiphelp.org you can connect one-on-one with an expert from your local State Health Insurance Assistance Program office. Finally, pull the trigger. Delaying will result in higher monthly premiums or fewer coverage options.

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