Retirement tax moves to make by Oct. 16

October 9, 2017
Retirees enjoying a lazy day outdoors-left_Pug50 via Flickr

So that you can enjoy lazy days in your retirement like this couple, take advantage of tax-saving retirement moves by the October filing extension deadline. (Photo by Pug50 courtesy Flickr CC)

If you're one of the millions who's put off filing your tax return until October, you know that due date — it's Monday, Oct. 16, this year — is just a week away. (More on this, complete with filing tips coming soon!)

But mid-October is also a key deadline for other tax tasks, particularly when it comes to retirement savings.

Here are a couple of retirement-related tax matters to consider, and take care of if they apply to you, by next Monday.

Open or contribute to your self-employment retirement plan.
Self-employed folks, be it full-time or even just the occasional side hustle to supplement regular paychecks, can open or add to a self-employment retirement plan if they (actually we, since I'm in this group, too) got a filing extension.

This is a tax technique I have personally used over the years. The extra six months gives me time to come up with my self-employment retirement plan money. Even better, I then deduct that contribution as an above-the-line deduction.

Depending on your income, your self-employment plan contribution also might make you eligible to claim the retirement saver's tax credit. This tax break, which maxes out at $1,000, rewards low- and moderate-income individuals for adding to their retirement accounts. Even better, it's a credit, which means it directly reduces your tax bill dollar-for-dollar.

You have a wide variety of self-employment retirement plans from which to choose. If you haven't opened one yet, do it now and take advantage of putting in tax-saving money by Oct. 16.

Recharacterize your Roth conversion.
When you converted your traditional IRA to a Roth IRA last year, it seemed like a good idea. Now not so much.

The good news is that you get a do-over. But you need to act fast.

If you have second thoughts about your Roth, tax law gives you until the October extension deadline of the tax year following the conversion year to put the money back into a traditional IRA. Again, this year that's Monday, Oct. 16.

Why would you want to go back from a tax-free retirement plan to a tax-deferred one? The most common reason to reverse a Roth conversion is that the retirement account has lost money since the change.

That means in addition to the Roth being worth less, you owe income tax on the converted amount. A recharacterization can erase that Roth conversion tax bill.

The market's been surging, so if that's your situation, in addition to recharacterizing your under-performing Roth IRA, you might want to reconsider your financial adviser. But that's a post for another day.

Whatever your reason for Roth recharacterization, don't wait until the final day.

You can’t move the money from your Roth back to a traditional IRA yourself; it must be done trustee-to-trustee. You need to get that process underway before the deadline, like this week.

You also might find these items of interest:

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Happy New Tax Year! Are you ready to file your 2025 tax return? I know, too early to ask. But Tax Day 2026 will be here before we realize it. The Internal Revenue Service deadline to file and pay any tax we owe is the regular April 15 date this year. It’s also Tax Day for most of the states that collect income taxes from their residents, which is most of the states! If that seems too far away right now, don’t worry. As is the case every tax season, the ol’ blog’s tips and other tax reminders should help all of us meet our state and federal responsibilities. Procrastinators also will want to keep an eye on the countdown clock just below. It tracks how much time we have until April’s Tax Day, just in case we put off our annual tax task until the absolutely final hours and decide we need to instead get an extension request into the IRS by that date. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

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