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Gifting appreciated stock while you’re alive can hand your family a tax bill that inheriting it would erase

Families holding appreciated stock face a tax fork that can cost heirs tens of thousands of dollars depending on when shares change hands. Under federal law, a lifetime gift of stock passes the donor’s original purchase price to the recipient, preserving the full embedded gain as a future tax liability. If those same shares transfer…

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Illinois seniors earning under $75,000 can freeze their home’s assessed value

Illinois homeowners aged 65 and older who earn less than $75,000 per year can now lock in their home’s equalized assessed value starting with taxable year 2026, thanks to a newly signed law that raised the income ceiling by $10,000. The change, enacted through SB2746, expands eligibility for the state’s Senior Citizens Assessment Freeze Homestead…

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Sell a losing stock and buy it back within 30 days, and the IRS wash-sale rule cancels the deduction

Investors who sell a stock at a loss and repurchase it within 30 days lose the tax deduction they expected to claim. The wash-sale rule, codified in federal statute as 26 U.S. Code Section 1091, blocks the write-off whenever a taxpayer buys “substantially identical” shares inside a 61-day window that spans 30 days before through…

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High earners must prepay 110% of last year’s tax to dodge an IRS penalty

Taxpayers who earned more than $150,000 in adjusted gross income last year face a penalty trap that catches more filers each year: they must prepay at least 110% of their prior-year federal tax liability through withholding or estimated payments, not the standard 100%. The rule, set by federal statute and enforced through quarterly interest charges,…

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