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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 week’s questions:
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🏠 You inherited a house. The IRS is being weirdly generous about it.
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💰 Starting in 2027, the government will literally put money in your retirement account.
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🏖️ Working from the beach this summer? Your state tax situation just got interesting.
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Money Moves
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🏠 The tax break hiding inside the worst week of your life
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Image from Envato
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My mom passed away and left me her house. She paid $80,000 for it in 1987 and it’s worth $350,000 now. Am I going to owe taxes on all of that?
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The short answer is, almost certainly not. And the reason is one of the most generous provisions in the entire tax code, the stepped-up basis.
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When you inherit property, the IRS doesn’t care what your mom paid for it. Your tax basis (the number used to calculate gains when you eventually sell) resets to the property’s fair market value on the date she passed. If the house was worth $350,000 on that date, your basis is $350,000. Sell it for $355,000, and your taxable gain is $5,000, not the $270,000 that just flashed before your eyes.
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This is not a loophole. It’s the law, and it’s been the law for decades, surviving every major tax overhaul since 1954 with the tenacity of a dandelion in a parking lot.
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A few things to get right now, not later. Get an appraisal or a comparative market analysis dated close to the date of death. That establishes your stepped-up value. If you wait three years and the market shifts, proving what the house was worth on the date that matters gets harder and more expensive.
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If you move into the house instead of selling, your basis still resets. If you eventually sell it as your primary residence after living there at least two of the past five years, you can exclude up to $250,000 in gains ($500,000 if married filing jointly) on top of the step-up. That’s two tax breaks stacked like pancakes.
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Inherited property and rental income are reported on Schedule D and Schedule E. Your mom’s mortgage, if any, doesn’t transfer to you automatically. Talk to the lender before you do anything else.
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PRESENTED BY TRUST & WILL
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Nothing tears a family apart faster than an unclear estate. You just learned exactly how valuable that house is: make sure everyone knows who gets it. Trust & Will builds airtight wills and trusts online, before the family group chat gets ugly.
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👉 Start your plan in less than 20 minutes
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Tax Strategies
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💰 The government wants to match your savings. No, seriously.
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Image from Envato
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I heard the government is going to start matching retirement savings. Is that actually real or is it one of those things that sounds too good to be true?
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It’s real, it’s law, and it starts with the 2027 tax year. The program is called the Saver’s Match, created by the SECURE 2.0 Act, and it replaces the existing Saver’s Credit with something considerably more useful — a direct federal deposit into your retirement account.
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Contribute to a workplace plan or an IRA, and the government will match 50% of your contributions up to $2,000 per year, deposited straight into your account. Joint filers can each qualify, meaning a couple could receive up to $2,000 in combined benefits. That’s free money, which is a phrase that’s almost never accurate and in this case actually is.
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Income limits apply. Single filers earning up to $20,500 get the full match. It phases out between $20,500 and $35,500. Joint filers get the full match up to $41,000, phasing out at $71,000. These thresholds will adjust for inflation.
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The match cannot be contributed to a Roth IRA. If you contribute to a Roth and qualify, great, your contributions count. But the matching dollars must be deposited into a pre-tax account, such as a traditional IRA or a pre-tax 401(k). If you only have a Roth, you’ll need to open a second account before the match has anywhere to go. It’s a quirk in the law that has already caught financial planners off guard.
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The Saver’s Credit is still available through the 2026 tax year, so file for it now if you qualify. Then be ready for the upgrade.
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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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Filing Made Simple
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🏖️ Your beach office has a tax problem you haven’t thought about
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Image from Envato
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I’m working remotely from a rental in another state for a few weeks this summer. Could that actually affect my taxes?
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| Question sponsored by Plum Guide |
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It could, and the answer depends on which states are involved, how long you’re there, and whether either state has decided to be difficult about it, which is roughly half of them.
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Most states tax income earned within their borders. Work from a beach house in North Carolina for three weeks, and North Carolina may want a piece of your salary for those days, even if your employer is in Texas and you live in Florida. The threshold varies wildly. Some states start counting from day one. Others give you a grace period of 30 or 60 days. A handful don’t bother until you’ve been there long enough to need a library card.
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New York is the notorious outlier. Its “convenience of the employer” rule says if you work remotely from another state but could do the job from New York, they’ll tax you as if you were still there. A handful of other states have adopted similar rules or are considering them. It is, by most accounts, an aggressive interpretation of tax law, and by New York’s account, perfectly reasonable.
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The practical risk over the next few weeks is low for most people. You’re unlikely to get caught or audited over a two-week beach trip. But if you’re spending a month or more in another state, or if your employer has nexus there, the filing obligation is real. And if your home state doesn’t offer a credit for taxes paid to the other state, you could end up taxed twice on the same income, which is the kind of souvenir nobody wants.
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Check your destination state’s nonresident filing threshold before you pack. It takes five minutes and could save you a genuinely annoying surprise next April.
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A nonresident state filing costs about $200 with a CPA. A two-week Plum Guide rental costs about the same as a decent hotel — except you get a full kitchen, real Wi-Fi, and a place you’ll actually want to work from. Do the math.
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👉 Find your next remote office
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Follow us for even more great tips, tricks, and deadline reminders. Facebook | Instagram | LinkedIn
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