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Open Enrollment Checklist: 7 Money Moves Most People Skip

Persona #4 · Vol: 0

Open enrollment season is here, and the window to adjust your workplace benefits is shorter than most people realize.

Miss the deadline, and you're often locked into the same coverage for another full year — whether or not it still fits your life.

The problem is that most of us click through the same selections we made last year without reading a single number.

That autopilot habit can quietly cost hundreds of dollars.

Here's a checklist worth actually using before you hit submit.

Start with your health plan, but don't just compare premiums.

Look at the deductible, the out-of-pocket maximum, and whether your doctors are in network.

A plan with a lower monthly payment can sting badly if you have a chronic condition or a surgery on the horizon.

Next, check your flexible spending account and health savings account options.

An FSA lets you set aside pre-tax money, but use-it-or-lose-it rules can bite you.

An HSA pairs with high-deductible plans and rolls over year to year, which makes it more forgiving if your spending is unpredictable.

Then look at the benefits you probably forgot existed.

Life insurance, disability coverage, and accident policies are often cheaper through an employer than buying them solo.

If you have dependents, this is the moment to double-check that your beneficiary names are current.

A cheap add-on can save you real money on a crown, a pair of glasses, or an exam.

If you're due for either, run the math on whether the premium beats paying cash.

If you're on a marketplace plan instead of an employer one, the same logic applies — and you may qualify for subsidies that change your true cost.

Income shifts, a marriage, or a new baby can move your numbers significantly.

Finally, review your retirement contribution while you're already in the portal.

Bumping your 401(k) by even one percent is painless because it comes out before you see it.

If your employer matches, not capturing the full match is leaving free money on the table.

Set a calendar reminder for the deadline today, and give yourself a quiet 20 minutes to work through each item.

The takeaway: open enrollment isn't a formality, it's one of the few times a year you can reprice your financial safety net.

Final Thoughts

A little attention now beats a year of overpaying for coverage you don't use or missing benefits you already pay for.

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