Taxes
That sound you heard earlier this week? It was the sound of millions of taxpayers and tax professionals breathing a sigh of relief now that Tax Day is over. April 15 is Tax Day for most of the country—some exceptions apply—but that hasn’t always been the case. The U.S. income tax system has changed quite a bit over the years, and that includes more than the due date for Form 1040. What we know as the modern income tax system began in 1913 after a four-year push to get enough states to ratify the Sixteenth Amendment. By law, a proposed…
The early months of the year are important for taxpayers ages 70½ and older who have traditional IRAs. The right plan developed early in the year can reduce taxes on required minimum distributions this year and for years to come. Not planning, or waiting until later in the year, can mean lost opportunities and routinely costs taxpayers a bundle. Traditional IRA owners ages 70½ and older have available to them one of the most powerful tax and charitable-giving tools, the qualified charitable distribution. RMDs bedevil many traditional IRA owners as they age. The rules force them to take distributions from…
IRS data from the seventh week of the tax filing season—the week ending March 14, 2025—indicates that taxpayers are not excited about filing this tax season. Numbers for tax filing and processing of tax returns dipped again, a trend that hasn’t changed since the season opened on January 27, 2025. Filing and Processing Dips Early filing data reflects a continued downturn in tax returns received compared to the prior year. The data shows that the IRS received 70,370,000 individual income tax returns as of March 14, 2025, compared to 71,587,000 as of March 15, 2024. The dip is 1.7%, with…
A day after Frank Bisignano, President Donald Trump’s nominee to lead the Social Security Administration (SSA), told the Senate Finance Committee that phone service was “a part of meeting beneficiaries where they want to get met,” the agency apparently took their likely future boss at his word. Today, the Social Security Administration changed course on its online-centric service policy, committing to phone service for certain beneficiaries. Calling the measures “proactive steps to enhance the security of its services by implementing stronger identity verification procedures,” the agency announced that beginning April 14, 2025, individuals applying for Social Security Disability Insurance (SSDI),…
It’s a tax nerd’s fever dream—a value added tax case against tech giants that leans into barter theory and challenges the “free” (as in beer) in free platforms. According to Reuters, in a recent levy, Italy has told Meta, X and Microsoft that if it walks like a transaction and quacks like a transaction, it’s getting taxed like a transaction. There is no such thing as a free lunch—or, apparently, a free Facebook account in Italy. That’s the general thrust of the argument Italian tax authorities seem to be advancing in a landmark VAT case against big tech. The theory…
Tax season is in full swing, and if you’ve touched crypto—whether through buying, selling, staking, or trading NFTs—you need to know: the IRS is watching. In recent years, the Internal Revenue Service (IRS) has increased its scrutiny of digital asset activity. It classifies cryptocurrencies and other digital assets, including non-fungible tokens (NFTs), as property—not currency—for tax purposes. This distinction carries significant implications: property is subject to capital gains taxation when sold or exchanged, unlike traditional currencies. So even though “currency” is in the name, crypto is treated more like stocks or real estate than dollars or euros in the eyes…
With the filing deadline for tax returns less than a month way, taxes and the IRS are probably on your mind. Although levels of tax-related anxiety vary by person, it’s safe to say that everyone fears unwanted IRS attention, especially an audit. Despite layoffs at the IRS and aspirational talk from some quarters about replacing income taxes with tariffs, the IRS and its audits are not going anywhere. It is wishful thinking to believe that the federal government—even after the department, agency, and workforce cuts being made by President Donald Trump—could ever afford to eliminate the IRS and the tax…
The IRS taxes most lawsuit settlements, and exact wording matters if you are trying to avoid that grim result. However, some settlements can be positioned as capital gain. Here are a few examples: A suit about intellectual property; A founder dispute about shares in a company; A landlord tenant dispute with a lease buyout; A suit about damage to or conversion of property; A suit about construction defects, harm to property or diminution in its value; A suit against an investment adviser for losing your money; A lemon law suit about a defective vehicle; Lower Tax Rates and Recouping Your…
Frank Bisignano, President Donald Trump’s nominee to lead the Social Security Administration (SSA), faced questions about the agency’s future during his two-and-a-half-hour confirmation hearing in front of the Senate Finance Committee. If confirmed, Bisignano would lead the agency responsible for paying $1.6 trillion a year to 72.5 million beneficiaries, including retirees, the disabled and children who are survivors of covered workers. Ranking Member Ron Wyden (D-Ore.) addressed the elephant in the room at the outset, saying, “The urgency for today’s hearing couldn’t be greater.” Wyden cited a number of controversies facing the agency, which he says are causing confusion and…
Not many wealthy people plead with their government to tax them more. One of this rare sort is Victoria Lupton, who leads Seenaryo, an arts charity working in the Middle East. Lupton, who recently returned to the UK from Lebanon, feels the weight of the millions of pounds she inherited from her family. “People with the broadest shoulders need to be paying more in tax,” she stresses. Lupton joined Patriotic Millionaires UK, an offshoot of an American group calling for fairer tax policies, a year ago. But she’s become especially energized in the last month, after the surprise announcement that…
Suppose that your uncle loans you money, but later tells you not to worry about paying him back? Or suppose that you take a business loan, but the lender eventually gives up on trying to collect and tells you that your debt is forgiven? Can either one somehow be taxed? Yes, they can. With the IRS, COD is short for “cancellation of debt.” Like it or not, when a debt you owe is canceled or discharged, in many cases the tax code treats the wiped-out debt as cash income to you that you must report. If you owe $500,000 to…
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