Fresh Off the Stache
New articles served with a wink, a laugh, and a little tax wisdom.
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.
When Your Ex Disappears and the IRS Comes Knocking (Or: The Ghost of Tax Returns Past)
📊 IRS Survival Guide
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November 20, 2025
TaxStache Team
If your ex made a mess on a joint tax return, the IRS can legally pursue you for the whole debt. But you may qualify for Innocent Spouse Relief, Separation of Liability, or Equitable Relief.
Your Adult Child Moved Back Home. Here’s How It Affects Your Taxes.
💸 Personal Finance
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November 20, 2025
TaxStache Team
Having your adult child move back home is a mix of emotions, but once everyone settles in a new reality emerges: your finances have changed, and so has your tax return.
That Warm Fuzzy Feeling (And Why It Probably Won’t Get You a Tax Deduction)
💸 Personal Finance
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November 20, 2025
TaxStache Team
Many people donate to charity, but did you know there's rules and special tax loopholes you have to meet in order for it to have a real impact? Learn all you need to know.
Tigers, Tattoos, and Taxes: The Mike Tyson Story
📽️ Celeb Tax Cases
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November 20, 2025
TaxStache Team
For most of his career, Mike Tyson's earnings were astronomical. Until the IRS caught up with him and it became a tragic race to the bottom.
The 7.5 Percent Hurdle: Turning a Mountain of Medical Bills into a Tax Break
💸 Personal Finance
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November 20, 2025
TaxStache Team
Nobody wants to qualify for the medical expense deduction, but if you've weathered the storm, the IRS offers a small, complicated (but potentially valuable) consolation prize.
Lien, Levy, Panic: How to Protect Your Assets Without Breaking Any Laws
📊 IRS Survival Guide
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November 20, 2025
TaxStache Team
Let's say you forgot to pay your taxes, and now find yourself facing two terrifyingly medieval-sounding words: lien and levy. Learn how to navigate both.
Don’t Let Taxes Kill Your Brand
🧑💼 Businesses & Gigs
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November 20, 2025
TaxStache Team
It takes years to build a brand. It takes one envelope from the IRS to make it feel like it could vanish overnight.
I’m Your Huckleberry … And I Owe the IRS: The Val Kilmer Story
📽️ Celeb Tax Cases
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November 20, 2025
TaxStache Team
Val Kilmer has been many things. But reality has a funny way of catching up to even the coolest people on the planet. And there is no institution on Earth more reliably, relentlessly real than the IRS.