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The Latest Breaking News from IRS

I Asked ChatGPT To Explain Tax-Loss Harvesting Like I’m 12 — Here’s What It Said

Planning ahead for next year, I asked ChatGPT to outline the concept of tax-loss harvesting, but to dumb it down as if a 12-year-old were asking.

GOBankingRates

Crowdfunded generosity isn’t taxable – but IRS regulations haven’t kept up with the growth of mutual aid

Have you ever received some money through a GoFundMe campaign or Venmo or CashApp transfers after a medical emergency, natural disaster or other crisis?

The Conversation

The Little-Known Deduction Couples Over 65 Often Miss

Retirement changes the tax game in ways that surprise even the most organized couples. Many people assume that once the paychecks stop and Social Security begins, taxes fade into the background. That assumption costs real money every single year.

The Free Financial Advisor

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IRS Just Dropped a Massive Tax Win: Businesses Can Write Off 100% of Factory Costs

The IRS and US Treasury have released guidance on a 100% depreciation deduction for certain production facilities under the One Big Beautiful Bill.

International Business Times UK

The Hidden Tax Trap Affecting Social Security Recipients This Year — What Retirees Must Know

You celebrated the 2.8 percent cost-of-living increase this January, thinking it would finally help you keep up with the grocery bill. However, for many retirees, that extra money is currently triggering a hidden tax trap that could leave you with less cash than last year. It is a frustrating cycle…

Budget and the Bees

March 2 Tax Alert: The One Form That Can Delay Your Health Insurance Credit

A missing tax form may not seem like a big deal, but for millions of Americans who rely on Marketplace subsidies, it can completely stall...

Saving Advice

Refunds Are Being Frozen Over a Single IRS Identity Check — Here’s What’s Causing the Delays

The tax refund that was supposed to land in a bank account can stop cold because of one thing: identity verification. Not an audit. Not a math error. Not some dramatic investigation. Just a single flag that tells the Internal Revenue Service it needs to make sure the person behind…

The Free Financial Advisor

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How One Extra Dollar of Income Can Cost You Thousands in Retirement

Even modest changes in retirement income can raise Medicare premiums under IRMAA. Here’s how a small increase can affect your retirement costs.

Kiplinger

6 Reasons Retirees on Social Security Should Pay Taxes as Early as Possible

Paying taxes early while on Social Security can help retirees avoid costly surprises, protect monthly income and reduce stress.

GOBankingRates

More Americans Are Tapping Their 401(k) Early — And Paying the Price

Retirement accounts once carried an almost sacred aura. They represented the future, stability, and decades of disciplined saving. Now, more Americans treat their 401(k)s like emergency piggy banks — and the consequences ripple far beyond a single withdrawal.

Clever Dude

Former IRS Commissioner: Here's how we used AI to create immediate value when taxpayers scrutinized every dollar

In 2023, we began deploying AI in targeted ways to improve taxpayer service, compliance, and operational efficiency.

Fortune

I Asked Grok How Billionaires Pay Hardly Any Taxes — Here’s What It Revealed

While Grok didn't uncover any secret loopholes, it did detail how the tax code structurally favors asset ownership, deferral and leverage, as opposed to income.

GOBankingRates

The 1099-C Trap: Why the IRS Thinks Your Unpaid Debt Is Taxable Income

Imagine this: a long-forgotten credit card balance suddenly disappears, and instead of relief, a crisp envelope lands in the mailbox. It contains a form called 1099-C, and the government now thinks the vanished debt is cash in your pocket. For many, the excitement of being debt-free collides with panic because…

Everybody Loves Your Money

An MQD Receipt Justice Gorsuch Overlooked

Justices Kagan and Sotomayor have signed on to at least one opinion that expressly relied upon the major questions doctrine.

Reason

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The Free Financial Advisor

Why IRS Payment Plans Still Default After Missed Online Notices

Ever get slapped with the unpleasant news that your IRS payment plan went into default—even though you swear you didn’t miss a notice? If that sentence makes your stomach flip, you’re not alone.

GOBankingRates

I Asked ChatGPT How Retirees Can Lower Their Lifetime Taxes — Here’s What It Said

With tax season in full swing, I looked ahead to retirement planning with the IRS on my mind.

The Free Financial Advisor

The Hidden Tax Rules Shrinking Social Security Checks — What Seniors Need to Know

Social Security feels like a fixed number stamped on your monthly statement, a tidy promise you can plan around. But the reality bites a little differently. That check you rely on doesn’t always arrive untouched. Federal taxes can carve away a portion of it, and most people never see it…

Everybody Loves Your Money

The IRS Doesn’t Blame Your Preparer — 5 Reasons You’re Still on the Hook

You can pay someone to prepare your taxes, but you can’t pay someone to take your responsibility. That truth stings when the Internal Revenue Service starts asking questions and you realize the person who filed your return doesn’t sit in the hot seat—you do. The IRS does not care who…

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Saving Advice

Record Tax Refunds in 2026 — Why Getting More Back Could Cost You More Later

If you’re expecting a bigger check from the IRS this year, you’re not alone. Early data suggest that many Americans will see a record tax...

Kiplinger

Is Life Insurance Taxable When It's Paid Out?

You received a big check from your loved one's life insurance policy. Will the IRS be expecting a check from you now?

The Independent UK

Wondering ‘where’s my refund?’ How to track it on the IRS website

IN FULL

GOBankingRates

I Asked ChatGPT Which Tax Moves Can Trigger IRS Penalties Years Later

I enlisted ChatGPT to help me dig up what you need to know about how the IRS can penalize you down the road, and how to avoid it.

Kiplinger

Ask the Editor, February 20: Questions on Tax Breaks for Caregivers

In this week's Ask the Editor Q&A, Joy Taylor answers questions on tax breaks for caregivers

Kiplinger

I'm a Financial Planner: This Is How You Can Legally Divorce the IRS for the Rest of Your Life

With some careful planning focused on the standard deduction, retirees who have large sums in tax-deferred accounts can avoid unpleasant tax bills and even part ways with the IRS for good.

Kiplinger

9 Ways the Wealthy Waste Thousands in Taxes: A Checklist for What Not to Miss

The tax code contains plenty of legitimate ways for the wealthy and business owners to cut taxes. Use this checklist to minimize taxes and stay compliant.

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