Navigating Health Insurance Enrollment Season

As summer winds down and autumn kicks into gear, financial decision-making is probably not top of mind. You may be more accustomed to planning around deadlines such as Dec. 31 or April 15. But fall is an important time to take a fresh look at your health insurance.

For Affordable Care Act (ACA) Marketplace plans, open enrollment runs from Nov. 1 through Dec. 15 for coverage beginning Jan. 1. Miss that window and you can still choose a plan until Jan. 15, but your coverage won’t start until Feb. 1. Meanwhile, employer plans have their own enrollment periods, which may occur at different times, but frequently in the fall as well.

Faced with a long list of plans and prices, it can be tempting to stick with the devil you know and re-enroll in your current plan—done! But plan details change every year, and so do your needs. Consider taking a few minutes to review the options available. Here are some things to keep in mind.

Considering Total Annual Costs

A common mistake when choosing a health insurance plan is basing the decision solely on the monthly premium. That’s understandable: The premium is a bill—or a deduction from your paycheck—you need to pay every month, even if you only see a doctor once a year for a checkup. But your actual costs may depend on several factors. Consider also:

The deductible. What you generally pay for covered healthcare services before your insurance begins to pay. Some services may be covered before you meet the deductible. A higher deductible often comes with a lower monthly premium.

Copays. A fixed amount you pay for a covered healthcare service, such as a doctor’s visit or prescription. Specialist visits can cost more than visits to your primary care physician.

Coinsurance. The percentage of the cost of a covered service that you pay after meeting your deductible.

Doctor and hospital networks. Insurers contract with providers in their networks to negotiate prices. Out-of-network visits can cost more—or may not be covered at all. Make sure your preferred doctors are in the plan’s network.

Out-of-pocket maximum. The most you’ll pay during a plan year for covered, in-network healthcare services. Your out-of-pocket maximum is frequently higher than your deductible. Once you reach the limit, your plan generally pays 100% of the cost of covered, in-network services for the rest of the plan year. Premiums, out-of-network care and services the plan doesn’t cover generally don’t count toward the limit.

Prescription-drug coverage. Plans have lists of covered drugs, known as formularies. Prescription costs usually have their own copays and coinsurance, depending on the drug’s “tier” or price level. If you take regular medications, make sure they’re covered by the plan.

HSA eligibility. Health Savings Accounts are tax-advantaged accounts that let you save, grow and spend money tax-free for qualified medical expenses. However, they generally must be paired with a high-deductible health plan. That said, certain Bronze and Catastrophic Marketplace plans are now considered as HSA-compatible under IRS rules.

Ultimately, choosing a plan is a balancing act: weighing the up-front premium against potential medical expenses down the road. If you’re young and in good health, a high-deductible plan with a lower premium might make sense, given the statistical likelihood that you won’t need major medical care in a given year.

But someone with ongoing healthcare needs might be better off paying a higher monthly premium in exchange for a lower deductible and out-of-pocket maximum. A plan with a $500 monthly premium is cheaper than one costing $750 until you have a medical emergency—and find yourself facing a daunting pile of healthcare bills.

Changing Plans Midstream: Special Considerations

America’s employer-based health insurance system can leave people uncovered during job transitions, prompting special exceptions to the open enrollment period. Under COBRA, you can continue coverage on your previous employer’s plan for a limited time—but you’ll pay the full monthly premium plus a 2% administrative fee because your former employer no longer contributes its share.

For many people, another option is buying a plan through the ACA Marketplace. Losing employer-based health coverage generally triggers a special enrollment period, giving you 60 days after losing coverage to enroll. In many cases, you can also enroll during the 60 days before your coverage ends. When your new employer-sponsored insurance begins, you can cancel the Marketplace plan—or you may decide it’s better than the plan offered at work, especially if you qualify for a subsidy.

If you’re applying for a subsidy, be sure to factor in your total income from both jobs when estimating your eligibility. If your actual income is higher than estimated, you could receive more financial assistance than you're ultimately eligible for, so you may have to repay the full difference when you file your federal tax return.

Also, speaking of owing the government money: If you’re joining a new employer’s plan that automatically contributes to a health savings account (HSA), make sure those contributions, plus any previous HSA contributions you made this year, won’t push you over the annual contribution limit. In 2026, the annual contribution limit for HSAs for an individual with self-only coverage is $4,400 and $8,750 for family coverage. These limits apply to total contributions across all your HSA accounts. If you’re married, family HSA limits apply to spouses’ combined accounts.

A Yearly Checkup for Your Health Coverage

Open enrollment gives you a chance to make sure your health insurance still fits your needs. Take time to compare premiums, deductibles, provider networks, prescription coverage and potential out-of-pocket costs before making a decision. This can be a lot of work. But we’re here to help. Reach out if you need help evaluating how your options fit into your budget or broader financial plan.