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Good morning! Summer’s in full swing, which means somewhere in America a retiree is opening a Social Security tax notice and saying a word their grandkids shouldn’t hear. We’ve got that story, plus three more. Onward.
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👴 Up to 85% of your Social Security is taxable.
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📬 A CP2000 looks like a bill. It isn’t.
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⚖️ Even a $15 jury check is taxable income (yes, really).
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💃 A reality star was caught lying about bankruptcy … on reality TV.
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Personal Finance
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👴 Yes, your Social Security can be taxed
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Image from Envato
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The Quick & Bristly: Up to 85% of your benefits can be taxed, and the income thresholds that trigger it were set in the 1980s and never adjusted for inflation. The new senior deduction softens the blow for some, but it does not make Social Security tax-free.
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There’s a comfortable belief that Social Security is tax-free money you already paid for. It’s a reasonable thing to assume. For most people with any other income, it’s also wrong.
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Whether your benefits get taxed comes down to your “combined income.” The IRS builds it from three things: your adjusted gross income, any tax-exempt interest and half of your Social Security benefits. Run that total against the thresholds:
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Under $25,000 single or $32,000 married filing jointly: benefits aren’t taxed.
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$25,000 to $34,000 single, or $32,000 to $44,000 joint: up to 50% can be taxed.
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Above $34,000 single or $44,000 joint: up to 85% can be taxed.
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Those are not rich-person numbers. A retiree with a modest pension, a few IRA withdrawals and a Social Security check can land in the 85% tier without ever feeling wealthy. The thresholds have sat frozen since the 1980s, quietly pulling more retirees into the net every year.
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Now the 2025 wrinkle. The One Big Beautiful Bill Act created a temporary senior deduction of $6,000 per person age 65 or older ($12,000 for a qualifying couple), good through 2028. It lowers your taxable income, which can shrink or even erase the tax on your benefits. What it does not do is make the benefits themselves tax-free. The combined-income math above still applies, word for word.
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If you have any income beyond Social Security, check your combined income before you assume you’re in the clear. And if you’re 65 or older, run it with the new deduction too.
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👉 Are my Social Security benefits taxable? (IRS tool)
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PRESENTED BY EMPOWER
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The thresholds that determine whether your Social Security gets taxed haven’t moved since the Reagan administration. Your income probably has.
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Empower‘s free retirement planner helps you build your retirement around real numbers, not your best guess.
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👉 See what your retirement could look like (for free)
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Six questions, pulled straight from this week’s issue. No studying, no spreadsheet, no idea why you suddenly remember the standard mileage rate at parties now. Whoever racks up the most right answers earns a spot on the leaderboard and the right to be insufferable about it.
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Click below, to get started. If you haven’t played before, you’ll need to enter some basic info that is only used for the quiz. Good luck, and may the tax knowledge be ever in your favor.
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👉 Take the quiz →
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IRS Survival Guide
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📬 The IRS letter that isn’t a bill
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The Quick & Bristly: A CP2000 looks like a bill. It isn’t one. It’s a computer’s proposal, the computer is wrong more often than you’d think, and you can often make the whole thing disappear without paying a dime.
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Open a CP2000 and your stomach drops. Then your hand goes for the checkbook. Do neither of those, at least not yet.
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The notice comes from the IRS Automated Underreporter system, a matching program that lines up your return against the W-2s and 1099s your employers and banks sent in. When a number doesn’t match, out comes a letter and a “proposed” amount. Proposed. Not owed.
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The single most common reason for a terrifying CP2000 is that the machine doesn’t understand you bought something before you sold it. Say you bought $49,000 of Bitcoin and sold it for $50,000. Your real profit is $1,000. But your broker sometimes reports the $50,000 sale and forgets to report the $49,000 you paid. So the computer assumes you paid nothing, decides you pocketed a clean $50,000 and bills you accordingly. That’s not fraud on your end. It’s a hole in the paperwork.
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The fix is almost boring. Send back the response form, check “I don’t agree,” and attach a Form 8949 showing what you actually paid. Do not file an amended return for that year. A 1040-X drops your case into a separate queue and can freeze things for months.
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The clock matters most. You have 30 days from the date on the notice. Ignore it and the proposal hardens into a real bill, then a 90-day letter, then Tax Court.
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👉 Understanding your CP2000 notice (IRS.gov)
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Your credit score decides more than you’d think — interest rates, apartments, even some job applications. Stop letting it stay a mystery. Credit Karma shows you yours free, with clear next steps to make it better.
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👉 Check your credit score
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Every Thursday, we go to work.
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The TaxStache Business Edition is built for owners and operators. Quick hits on entity structure, quarterly deadlines, deduction strategy and the IRS rule changes that actually affect your bottom line. Plus a weekly download you can put to use the same afternoon.
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If you run a business (or you’re building one), Thursday is definitely your day.
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Would you like to receive our Thursday Business Edition?
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Wild Tax Tales
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💃 Abby Lee Miller’s $775,000 dance with prison
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Image by Andres M.
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The Quick and Bristly: “Dance Moms” star Abby Lee Miller hid roughly $775,000 from a bankruptcy court, then had associates smuggle $120,000 in Australian cash through customs in their luggage. A bankruptcy judge cracked the case by recognizing her on TV. She got a year and a day.sentence.
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In December 2010, Abby Lee Miller filed for Chapter 11 bankruptcy to reorganize the debts piling up at her Pittsburgh dance studio. On paper she was barely scraping by, declaring about $8,899 a month in income.
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Then “Dance Moms” premiered, and Miller turned into a cable-TV fixture. So, as it happened, did her bankruptcy judge. He was watching one night and noticed that a woman pleading poverty in his courtroom seemed to be doing awfully well on basic cable. He concluded, reasonably, that she was earning a lot more than $8,899 a month.
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He was right. Miller had kept roughly $775,000 in income off the books, money from the show, its spinoffs, sold-out master classes and merchandise, routed through accounts she never disclosed.
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Then it got stranger. In the summer of 2014, Miller had friends carry about $120,000 worth of Australian currency into the United States in their luggage, broken into batches small enough to dodge the rule that you report bringing more than $10,000 into the country. That’s not a paperwork slip. That’s structuring, and it’s a federal crime all by itself.
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In 2016 she pleaded guilty to concealing bankruptcy assets and to failing to report the international money transfer. IRS Criminal Investigation was one of the agencies that worked the case. In May 2017 a federal judge sentenced her to a year and a day in prison, a $40,000 fine, a $120,000 money judgment and two years of supervised release. She served her time in California. The Justice Department laid out the whole saga, and the lesson is older than reality TV. Bankruptcy court and customs both run on honest disclosure, and lying to one tends to introduce you to several others.
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The quick (and slightly prickly) stories we didn’t have time to get to:
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If you made it this far, you’re our kind of nerd. Hit reply and tell us which story you want us to dive deeper into next week.
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