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In partnership with
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Good morning! Every Saturday, we open the mailbag, pour some strong coffee, and tackle the tax questions keeping America awake at 2 a.m.
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Here are this weekโs topics:
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๐ง Retired doesn’t mean done contributing. Your spouse’s job keeps the door open.
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๐ Lose money in the business, save money on the joint return (up to a point).
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๐ The 529 you opened for your grandson isn’t deductible. It’s also nearly impossible to waste.
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Tax Strategies
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๐ง You can be fully retired and still fund an IRA
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I’m retired and don’t have any earned income anymore, but my spouse still works full-time. Can I still contribute to my IRA?
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Yes โ this is exactly what the spousal IRA rule exists for, and it doesn’t care that your working days are over.
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Normally, IRA contributions require earned income. No paycheck, no contribution. But if you’re married and file a joint return, your spouse’s earned income can cover your contribution, too, as long as it’s enough to support both of you. You don’t need a job, you just need a spouse with one (and a joint return).
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The 2026 limit is $7,500 per person, or $8,600 if you’re 50 or older โ and that catch-up amount applies to you individually, regardless of your spouse’s age. So a retired 62-year-old and a still-working 58-year-old could each put in up to $8,600 and $7,500 respectively, as long as the working spouse’s income covers both.
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Traditional or Roth, your choice โ there’s no upper age limit on contributing to either one anymore. That rule disappeared for traditional IRAs back in 2020. The real question is deductibility. If your spouse is covered by a workplace retirement plan, the deduction for your traditional IRA contribution phases out between $242,000 and $252,000 of household income in 2026. Below that, you’re fine. Above it, consider Roth instead.
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One more thing worth knowing: this only works while your spouse is still earning. Once both of you have stopped working, the earned-income requirement can’t be met by anyone, and new contributions stop โ a milestone some people call “retirement” and the IRS calls “no longer our problem.” Whatever’s already in the account keeps growing tax-advantaged until you draw it down.
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๐ Read the IRS rules on spousal IRA contributions
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With today’s tax rates extended, IRA Millionaires have a brief stretch of historically low brackets left. When it closes, the math changes: higher rates, bigger required distributions, and fewer conversion opportunities each year you wait.
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Business & Gigs
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๐ Your business loss can offset your spouse’s W-2 income โto a point
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My business had a rough year and lost money. Can I use that loss to offset my wife’s W-2 income on our joint return?
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Generally, yes. The catch is that “generally” is doing some heavy lifting in that sentence.
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If you file jointly, a loss from your business doesn’t stay locked in its own little box. It spills over onto the same return and nets against other income โ including your spouse’s wages. That’s one of the upsides of filing jointly: your bad year becomes the household’s problem, in a helpful way for once.
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Before that happens, the loss has to clear a couple of formalities โ mainly, you need to actually have money at risk in the business, and you need to be genuinely involved in running it, not just cashing checks from the sidelines.
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But there’s a cap on how much loss you can use this way. For 2026, married couples filing jointly can offset up to $512,000 of nonbusiness income โ wages, interest, your spouse’s salary โ with business losses. Go over that, and the extra doesn’t vanish; it rolls forward to use against future income instead. For a rough year at a typical small business, you will not come close to bumping into this number. It exists for the rare case where the “loss” looks more like a small crater.
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One thing that has zero effect on any of this: how much your spouse makes. The $512,000 cap doesn’t change based on household income, so a bigger paycheck doesn’t earn you a bigger loss allowance.
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Bottom line for most people asking this question: inventory write-off, slow sales, a tough year โ report it on Schedule C, let it flow to your 1040, and it reduces what you owe as a couple, spouse’s wages included.
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๐ See how business losses interact with other income
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Every Thursday, we go to work.
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The TaxStache Business Edition breaks down the tax and finance topics that actually matter to business owners, from quick intros to in-depth dives. Plus book, podcast, and video recs to keep you sharp, and a weekly download you can put to use right away.
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If you own a business (or you’re building one), this one’s for you.
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Would you like to receive our Thursday Business Edition?
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Tax Strategies
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๐ No deduction for the 529 โ but your money isn’t stuck
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We opened a 529 plan for our grandson. Are the contributions deductible, and what happens if he doesn’t end up using all of it?
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Federally, 529 contributions are never deductible. Some states let you deduct contributions on your state return if you contribute to that state’s plan โ worth checking before you pick a provider. What you do get, federally, is tax-free growth and tax-free withdrawals for qualified education expenses.
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Contributions count as gifts, which matters for the annual exclusion. In 2026, you can give up to $19,000 per grandparent, per grandchild, without touching your lifetime exemption or filing anything. Married grandparents can combine for $38,000. There’s also a special 529 rule letting you front-load five years of exclusions at once โ up to $95,000 from one grandparent, $190,000 from a couple โ treated as if spread evenly over five years, as long as you file Form 709 to make the election.
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If he doesn’t use it all, the money isn’t stuck. Nobody’s coming to repossess it. Your options:
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Change the beneficiary to a sibling, cousin, or even a future grandchild โ no penalty, no limit on how many times, no awkward conversation required.
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K-12 tuition qualifies, up to $10,000 a year.
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Student loan repayment qualifies, up to $10,000 lifetime.
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Roth IRA rollover โ up to $35,000 can move into a Roth IRA for your grandson, if the account has been open at least 15 years and you follow the annual Roth contribution limits. Fifteen years is a long time to keep a promise, but the IRS insists.
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Only a genuinely nonqualified withdrawal โ cashing it out for something outside all of the above โ triggers income tax plus a 10% penalty on the earnings portion. Contributions come out tax- and penalty-free either way, since you already paid tax on that money once, and the IRS doesn’t believe in double-dipping even when it’s tempting.
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๐ Find out what counts as a qualified 529 expense
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