Family couple working from home

A property-tax appeal wins about 40% of the time — and most county assessors now accept comparable-sales photos through an online portal that takes 20 minutes

When a suburban Cook County, Illinois, homeowner opened his 2025 reassessment notice and saw an 18-percent jump with no changes to the property, he did what a growing number of taxpayers are doing: he logged into the county’s SmartFile portal, uploaded photos and sales data from three nearby houses, and submitted the whole thing in…

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Retirement life insurance paperwork and old couple with policy and planning with security finance

The Senior Bonus Deduction phases out above $75,000 of income for singles — but timing a Roth conversion at age 65 locks in the full $6,000 break first

Consider a 65-year-old single filer who retired in January 2026, has not yet claimed Social Security, and is living off savings. Her modified adjusted gross income for the year will land around $40,000. She wants to convert $30,000 from her traditional IRA to a Roth. Combined MAGI: $70,000. That keeps her under the $75,000 phaseout…

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Tax form 1040 US Individual Income Tax Return business finance concept

About 940,000 unclaimed 2022 tax refunds worth $1.5 billion just disappeared into the U.S. Treasury after the April 15 filing deadline passed

A 28-year-old gig worker in Texas who never filed a 2022 return. A retired teacher in Ohio whose W-2 sat in an unopened envelope. A college student in California who did not know a part-time job entitled her to a refund. All of them had money waiting at the IRS, and none of them collected…

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The IRS failure-to-file penalty compounds at 5% a month, capped at 25% — but filing on time even without a payment drops the damage to the smaller 0.5% failure-to-pay rate

A taxpayer who owes $10,000 on a 2025 federal return and blows past the April 15, 2026, deadline without filing will owe a $500 penalty after just one month. After five months, that penalty hits $2,500, the maximum 25% allowed under IRC §6651. A second taxpayer who owes the same amount but files on time…

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Tax form 1040 US Individual Income Tax Return business finance concept

Backup withholding now hits 24% of every interest, dividend, or gig payment tied to a mismatched Social Security number — and the IRS holds the money until your next return

Open your payment dashboard from a gig platform or check your brokerage statement, and you might notice roughly a quarter of your earnings never showed up. No audit letter. No penalty notice. The money is already with the IRS, automatically siphoned because the Social Security number your payer has on file does not match what…

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Couple finance and documents with laptop on sofa for budget planning expenses or bills at home Man woman or paperwork with computer for mortgage payment cost or financial invoices at house

The new “above-the-line” charitable deduction lets non-itemizers write off up to $1,000 ($2,000 for couples) starting in 2026 — without touching the standard deduction

If you claim the standard deduction, every dollar you gave to charity over the past four years earned you exactly nothing at tax time. You could write a check to your church, fund a food bank, or send money after a hurricane, and the IRS treated it the same as if you had spent it…

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Businesswoman driving her car in the city

The 2026 IRS mileage rate climbed to 72.5 cents for business driving — letting anyone who drives for work deduct roughly $725 for every 1,000 miles logged

A rideshare driver logging 20,000 miles a year just picked up an extra $500 in tax deductions without changing a single route. That is the practical effect of the IRS raising its standard business mileage rate to 72.5 cents per mile for 2026, up 2.5 cents from the 2025 rate of 70 cents. The new…

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Retirement life insurance paperwork and old couple with policy and planning with security finance

One in four retirees is missing the new $6,000 Senior Bonus Deduction this filing season — because checking the age box on Form 1040 doesn’t trigger it

Tax professionals across the country are flagging the same problem this filing season: retirees who prepared their own 2025 federal returns checked the “65 or older” box on Form 1040, claimed the higher standard deduction, and stopped there. What many of them did not realize is that a separate, brand-new deduction worth up to $6,000…

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Parent PLUS borrowers have 35 days to consolidate — after June 30, they permanently lose access to every income-driven repayment plan

When Carla Mendez, a high-school counselor in Grand Rapids, Michigan, borrowed $80,000 in federal PLUS loans to send two children through college, she expected the standard 10-year repayment plan to cost roughly $930 a month at the 7.5% interest rate on her loans. After consolidating and enrolling in Income-Contingent Repayment, her payment dropped to about…

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Quarterly estimated taxes are due in 20 days — self-employed and gig workers who underpay by June 15 get hit with an 8% IRS penalty

A freelance graphic designer in Austin who earned $9,000 in April and May but set nothing aside for taxes is about to owe the IRS a quarterly installment, and the clock is ticking. The second quarterly estimated tax payment for 2026 is due June 15. Anyone who skips it or comes up short will be…

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