The Black Print Weekly · Issue 2

Health plan sign-up opens Nov 1

Thursday, October 29, 2026

Election Day is Tuesday. If you checked your registration last week, you are set. Here is what else to know.

This week

Health plan sign-up opens Nov 1

Open enrollment is the time each year to sign up for a health plan on your own. For 2027 plans, it opens Nov 1 at HealthCare.gov.

Sign up or change plans by Dec 15, and your plan starts Jan 1. The window closes Jan 15. If you sign up between Dec 16 and Jan 15 and pay your first bill, your plan starts Feb 1.

Plans and prices change each year. The plan you have now may cost more next year or drop your doctor. Look before you let it renew.

If you get health coverage at work, your job has its own sign-up time. Ask HR when yours is.

If your state runs its own marketplace, its dates can be different. Check your state's site.

Why it matters: Miss the window, and you may have to wait until next year to sign up.

Your move

Mark Dec 15. Before then, compare at least two plans on price, your doctors, and your medicines.

Knowledge

Name who speaks for you

No one plans to end up in a hospital bed, unable to talk. But it can happen at any age, after a crash, a stroke, or a sudden illness.

When it does, doctors need someone to make choices for you. If you have not named that person, the law in your state picks. Often that is a spouse, a parent, or a grown child. A partner you are not married to could be left out.

You can choose instead. The form is often called a durable power of attorney for health care. The person you name is your health care proxy. They can only decide for you when you cannot decide for yourself.

You do not need a lawyer. Most states give the form for free. Some need a witness or a notary, so read the steps.

Why it matters: The person who knows what you want should be the one who speaks for you.

Your move

Choose your person this week. Tell them what matters to you. Then fill out your state form and give them a copy.

Power

Take the free money first

A 401(k) is a savings plan for when you stop working, offered by your job. Money comes out of your paycheck before you see it, and it can grow over time.

Many jobs add money when you put money in. This is called a match. For example, a job might add 50 cents for each dollar you put in, up to 6% of your pay.

If you put in less than what your job will match, you are turning down part of your pay.

For 2026, the IRS lets you put in up to $24,500. If you are 50 or older, you can add up to $8,000 more. If you are 60 to 63, that extra amount is $11,250.

Not every job has a match. Some also make you wait before the match is fully yours. Ask about both.

Why it matters: A match is part of your pay. Do not leave it behind.

Your move

Ask HR two questions: What is the match? When is it mine? Then set your amount to get the full match.

Influence

Side money still gets taxed

Selling plates, braiding hair, DJing, or doing photos on the side? That money is income.

Payment apps and online marketplaces send a Form 1099-K only when you are paid more than $20,000 and get more than 200 payments in a year. Your state may use a lower amount.

But the form is not what makes it taxable. The IRS says you must report your income whether you get the form or not.

If you earn $400 or more from your own work in a year, after costs, you may also owe self-employment tax.

Keep track of what you spend for the work too, like supplies. Those costs can lower what you owe.

Why it matters: A tax bill you did not plan for can wipe out a year of side money.

Your move

Start a simple log today: the date, what you earned, and what you spent. Save your receipts.

Health plan sign-up opens Nov 1 | The Black Print Weekly