Fresh Off the Stache
New articles served with a wink, a laugh, and a little tax wisdom.
The Real Housewives of Federal Prison: The Giudice Tax Saga
📽️ Celeb Tax Cases
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January 12, 2026
TaxStache Team
Most people commit tax fraud in the shadows. Teresa and Joe Giudice did it in high definition on Bravo. The saga of the “Real Housewives of New Jersey” stars is a masterclass in how not to handle your finances. It wasn't just a little creative accounting; it was a sprawling, chaotic mess of fake W-2s,…
Why You Should Check Your Form W-4 (and How to Tweak It)
📁 Filing Made Simple
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January 12, 2026
TaxStache Team
Most people fill out a Form W-4 on their first day at a new job, file it with HR, and never think about it again. But that simple form is one of the most powerful tools you have for managing your year-end tax bill. Its one and only job is to tell your employer how…
Don’t Panic: How to Decode the New 2026 IRS Math Error Notices
📊 IRS Survival Guide
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January 12, 2026
TaxStache Team
Opening your mailbox and seeing “Internal Revenue Service” on the envelope is an instant stress spike. Heart races, stomach drops, brain goes straight to one word: audit. But for the 2026 tax season, if you get a notice, odds are you are not being audited. In many cases, you are looking at a Math Error…
Why “Bumping Up a Bracket” Is a Lie (and Why You Should Always Take the Raise)
💸 Personal Finance
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January 12, 2026
TaxStache Team
Everyone knows the “Water Cooler Economist.” He’s the guy who refuses overtime because he’s convinced an extra thousand dollars will shove him into a higher tax bracket, trigger an IRS ambush, and somehow make him poorer. It’s one of the most expensive myths in America. For 2026, there’s no secret new tax law driving the…
John Daly’s $57 Million Lesson: When Good Tax Records Meet Bad Decisions
😮 Wacky Tax Tales
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December 22, 2025
TaxStache Team
John Daly was known as a colorful PGA golfer. What many might not realize is that he also was an avid gambler, and learned a painful lesson by way of the IRS about reporting your winnings and losses.
Navigating the 2026 Gambling Tax: The “90 Percent Rule” Trap
💸 Personal Finance
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December 22, 2025
TaxStache Team
Remember that sudden, empty feeling when a complex plan or a risky investment you were counting on collapses right at the finish line? That's what diving into the 2026 tax code feels like. While attention was focused on the political theatrics of the One Big Beautiful Bill Act (OBBBA) passed in July 2025, the IRS…
Estimated Taxes: The Quarterly Subscription You Didn’t Sign Up For
🧑💼 Businesses & Gigs
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December 22, 2025
TaxStache Team
The US tax system is pay-as-you-go. The moment income hits your account, the IRS effectively owns a slice of it. Hold onto their share too long, and they charge rent.
Your Paycheck Stopped, But Your Taxes Didn’t: A Retiree’s First Guide
📁 Filing Made Simple
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December 22, 2025
TaxStache Team
Congrats! You've finally retired. You worked hard for 40 years, got a paycheck, and taxes were simple. Here's what you need to know now to avoid a nasty surprise from the IRS.
Martha Stewart’s Tax Troubles: When Good Things Go to Prison (And What We Can Learn)
📽️ Celeb Tax Cases
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November 20, 2025
TaxStache Team
Martha Stewart didn’t go to prison for insider trading or tax evasion. She went for lying to investigators about a stock sale. Her case is a reminder that trading patterns attract government scrutiny and that honest, accurate reporting is always your safest tax strategy.