Al "Scarface" Capone at his sentencing for tax evasion. Back in the Prohibition Era, federal agents — notably those from the Internal Revenue Service — took down the notorious gangster. The tax agency's Criminal Investigation agents are celebrating their 100th birthday this year. (Photo courtesy All That's Interesting: 25 Al Capone Facts) The United States' tax system is based on the premise that all income is taxable, including illegally earned income. Our tax system also relies on the voluntary reporting of that income, including ill-gotten gains. But human nature being what it is, that doesn't always happen, even with legally…

When California last year joined the literal growing ranks of states that have legalized marijuana, initial projections were that the state soon would be raking in $1 billion annually from weed-related taxes. That apparently was a pipe dream. The report on Golden State cannabis excise taxes collected between April and June was just $74 million. That disappointing revenue amount is this week's By the Numbers figure. Even more discouraging, California Gov. Gavin Newsom's office sharply scaled back projected tax dollars from the state's legal weed market. That's been the case in other states, too. In pushing through legal marijuana, both…

This February 2016 photo on Twitter of Donald J. Trump signing a tax return is one of the few, and unrevealing, looks we've gotten of his federal filings. The focus of Donald J. Trump and his White House change quickly. Issues that were boiling over just days ago quickly get pushed to a back burner by something else that's hotter. But some of those old topics are still simmering. And one of them, Trump's tax returns, saw the heat turned up a bit recently. It was, however, a former college student, not Trump, who was put on the hot spot.…

States as well as shoppers now must deal with remote sales taxes. (Image by Daniela Hartmann via Flickr CC) Just over a year ago, the Supreme Court of the United States (SCOTUS) struck down a previous ruling and expanded the ability of states to collect sales tax on from remote sellers. Many states in the wake of the 5-to-4 SCOTUS decision in South Dakota v. Wayfair have or are working on systems to collect sales tax from sellers who don't have a physical presence in their states. New Hampshire, however, has taken a different approach. The state has no sales…

North Carolina offers many gorgeous vistas, but the tax view for some trusts wasn't nearly so nice until a recent Supreme Court ruling. Now they can claim refunds of overpayments. (Blue Ridge Mountains viewed from Blue Ridge Parkway's Deep Gap overlook in western North Carolina; photo by Ken Thomas via Wikipedia Commons) You've got to appreciate the audacity of Tar Heel State tax officials. North Carolina decided it was due tax on a trust because a beneficiary was a state resident. That recipient of trust proceeds, Kimberley Rice Kaestner, was North Carolina's only connection to the trust. The person who…

//Kara's Party Ideas If you don't have to work on this post-July 4th Friday, then you're probably spending the day recovering from your patriotic and fireworks-laden celebrations. Some folks also are resting up from their birthday partying. Yep, I'm talking about those folks born on the Fourth of July. Famous 4th birthday celebrants: Several celebrities share this early July birth date. People magazine published a slide show and those from that presentation that caught my eye include: Eva Marie Saint, the Academy Award winning actress immortalized in On the Waterfront, which was directed by Elia Kazan and also showcased real-life…

If you love the annual July 4 pyrotechnics, thank Founding Father John Adams. If you have the fireworks, blame him!

Sometimes justice does prevail. Last week it arrived along with a dose of schadenfreude from all us who've paid, albeit usually grudgingly, our taxes over the years. On Friday, June 21, Virginia tax attorney-turned-lobbyist James F. Miller pleaded guilty to willfully filing a false tax return. And Miller wasn't just any National Capital area tax attorney. He was former employee of the Department of Justice' Tax Division. Again, schadenfreude. Six-digit tax bill on under-reported millions: The amount of money involved in Miller's case also is impressive. Miller, 67, under reported his gross income on his 2010 through 2014 tax returns…

The Internal Revenue Service wants the money you owe. It prefers you pay your taxes on time and in the conventional manner. But Uncle Sam's tax collector is not averse to working with delinquent taxpayers so that it can get the due taxes without an undue hardship on the debtors, such as via an installment payment plan. There are, however, limits as shown in two recent U.S. Tax Court cases. Within weeks of each other, two companies on opposite sides of the country, found their efforts to pay their very large tax bills over time overruled for basically the same…

Amy Farah Fowler, played by Mayim Bialik, and Sheldon Cooper (as Betsy Ross), played by Jim Parsons, in the Big Bang Theory. Here, in Sheldon’s Fun With Flags podcast, they discuss Old Glory.

Things that are never good: an unexpected envelope from the Internal Revenue Service. That's the assessment of one of my personal finance writer pals. Today, she's working to clear things up in connection with one of those mailing she got from Uncle Sam's tax man. It's not a fun exercise, but it's definitely one you should undertake if you disagree with an IRS decision. In fact, the IRS own Taxpayer Bill of Rights covers this situation in several of its tenets. Specifically, I'm looking at every taxpayer's right to: Pay no more than the correct amount of tax, Challenge the…

The Internal Revenue Service has formed a working group to look into allegations that some of its Free File members really didn't (don't?) want taxpayers to file for free. State and city officials have launched official investigations into or taken legal steps in connection with allegations that some tax software companies redirected online searches away from their free options on at the IRS website. Now what is being hailed as the first nationwide class-action lawsuit in the matter has been filed against Intuit, the maker of TurboTax. Tax software giant is legal target: It's no surprise that the tax software…

Michael Cohen (left) and Tom Arnold run into each other in New York City in June 2018. (Photo via Tom Arnold on Twitter) Michael Cohen, Donald J. Trump's former attorney and previously self-described fixer, is heading to federal prison in a couple weeks. But in a recent conversation with actor Tom Arnold, Cohen said he didn't commit all of the crimes for which he will do time. Specifically, according to the story on the telephone discussion that the Wall Street Journal broke, Cohen says he's not guilty of tax evasion, one of the charges for which he's going to jail.…

420 Day celebrant photo by GoToVan via Flickr Happy 420 Day, when marijuana smokers commemorate cannabis. It's not surprising that the origins of this unofficial holiday to celebrate weed are fuzzy. Some say it's based on the California police or penal code number 420 that designates marijuana smoking. Not true. Another theory is that there are 420 active chemicals in marijuana. That count must have been made after a few tokes over the line. There are more than 500 active ingredients in marijuana, with only about 70 or so being cannabinoids unique to the plant. A more likely explanation is…

March Madness is heating up. We're down to the Elite 8. I usually don't pay too much attention to college basketball, or college sports in general. I follow the professional games because I like to yell at the players, and I feel much more comfortable cursing guys who're pocketing beaucoup bucks instead of unpaid college athletes. I am in the minority, even in my house. The hubby has been sneaking some TV time watching the NCAA men's basketball championship tournament, though truth be told that's mainly because our alma matter, Texas Tech, is doing pretty well. Only the ELITE remain!#MarchMadness |…

This post was reviewed and updated Friday, Sept. 4, 2020. The original post can be found here. College and its ever-increasing costs certainly have gotten a lot of attention. During the last two Democratic presidential primaries, candidates have proposed ways that Uncle Sam can provide additional educational assistance to students and their families. As the 2020 school year gets off to a somewhat sputtering start during the COVID-19 pandemic, the costs of dealing with the medical and health care emergency are further complicating things. School changes and costs: Remote classes mean families are having to purchase or upgrade electronic devices…

Part of today's International Women's Day celebrations are for the continuing employment advances by women. Our 21st century progress is due in large part to the pivotal roles of female employees in traditionally male jobs, like this woman machining parts for transport planes at the Consolidated Aircraft Corporation plant in Fort Worth, Texas, in 1942. (Photo via Wikimedia Commons) Back in 2017 when Congress was formulating the comprehensive tax law changes that would become the Tax Cuts and Jobs Act (TCJA), the #MeToo movement was in full force, shining a light on the prevalence of sexual assault. As the TCJA…

Michael Cohen makes his opening statement before the House Oversight Committee on Feb. 27, 2019. (C-SPAN video screenshot) We have a complicated relationship with money, particularly when it comes to divulging details about it in our personal lives. Few of us (outside of personal finance bloggers) want to say how much we make. We tend to be vague, saying we're doing fine or perhaps going as far as to say things like "in the high five figures." We're a little more forthcoming when it comes to taxes, especially when we get tax refunds or don't, as recent social media complaints…

Armie Hammer and Felicity Jones as Martin and Ruth Bader Ginsburg in the movie "On the Basis of Sex." (Photo courtesy Focus Features) The U.S. Tax Court has gotten some unexpected attention of late for two very different reasons. The fun reason is the movie "On the Basis of Sex." The film is based on a real-life gender discrimination case involving caregiver tax deductions claimed by a man. He is represented by a young and future Supreme Court Justice Ruth Bader Ginsburg and her tax litigator husband Martin Ginsburg. The Ginsburgs won the Tax Court case and the rest is…

Jeff and MacKenzie Bezos are getting a divorce. I know, it's hard to feel too bad for folks who are so wealthy. They tend to come through difficult circumstances quite well. But the joint announcement today (on Twitter, of course) from the world's richest man and his soon-to-be ex-wife got me thinking about, of course, taxes. By making the decision to end their marriage in 2019, Bezos is losing a tax break while Mrs. Bezos is getting one. As I said, I'm sure neither Mr. or Mrs. Bezos won't suffer too much. Both he and his wife will have lots…

The Dallas Cowboys, in white uniforms during a game with Detroit at Jerry World a few years ago, are heading back to the NFL playoffs. The Pokes last won a post-season game in 1996, when they ultimately won Super Bowl XXX. Will they change their dismal playoff run in 2019? (Photo by Kay Bell) National Football League fans in Texas are pretty happy this final regular season game weekend. Both the Houston Texans and Dallas Cowboys will play the post-season, with the Pokes actually winning their division. Go figure. I haven't been paying as close attention to the NFL this…

Updated Wednesday, July 22, 2026 …’Tis the season for a lot of things, including good will toward all. For many folks, that good will is exhibited by giving to charities. The push is on for donation around this time every year. In the past, the solicitations were driven by the potential tax deduction that donors could claim. However, tax law changes, both in major Republican tax bills in 2017 and againg in 2025, have change the math. The substantially larger standard deductions created by the Tax Cuts and Jobs Act of 2017 resulted in more people avoiding Schedule A itemized…

I've never been a big shopper. So when the ability to virtually peruse shelves and racks came along, it was like a gift from heaven. I am not alone. Even folks who enjoy the in-store experience have been shifting to online shopping in recent years. Cyber Monday 2018 hit a new shopping record. You'd think that this burst of online shopping would be good for state tax departments, more of which are now getting additional sales tax money following this summer's 5-to-4 U.S. Supreme Court decision in South Dakota v. Wayfair. That ruling struck down the prior Quill nexus requirement and…

Did you get all your shopping done on Cyber Monday? A lot of us did. Adobe, which tracks the multitude of transactions among major U.S. retailers, projects that online sales this Cyber Monday will be $7.8 billion. That's an 18.3 percent increase from the $6.6 billion spent last year on the Monday after Thanksgiving. If that figure is reached (or bettered), it would make Cyber Monday the highest-selling day of the 2018 holiday season. Those sales amounts seem to support the argument made by online sales tax advocates that the levies wouldn't materially deter cyber shoppers. Court opens door for…

The post-Thanksgiving shopping ad inserts, stacked at left, consumed more newsprint than my local newspaper in which they were stuffed! Welcome to the first holiday shopping season after the U.S. Supreme Court's Wayfair decision. That ruling last June OK'ed states' efforts to collect sales tax from companies even if they don't have a physical presence, aka nexus, in the locales. Some states were champing at the bit and quickly enacted or tweaked laws mandating at least some sellers, generally those of larger size, start collecting from their customers and sending the tax cash to the appropriate offices. Others are being…

The Internal Revenue Service's crime fighting division did a bang-up job last fiscal year, stopping almost $10 billion in tax fraud. That 2018 amount was four times more than the previous fiscal year, according to the IRS Criminal Investigation (CI) Division’s annual report released today. CI, which marked its 100-year anniversary at the Oct. 1 start of the 2019 fiscal year, identified $9.7 billion in tax fraud during the last fiscal year (Oct. 1, 2017, through Sept. 30, 2018). That's up dramatically from the $2.5 billion CI found in fiscal 2017. Much crime, but tax fraud focus: General tax fraud…

Winston Shrout giving a financial seminar via YouTube before his recent tax legal troubles. Winston Shrout believes he's an alien with Biblical origins who was sent to Earth to destroy a particular group of Catholics. Shrout's also a convicted tax evader. Last week, a Portland judge determined that despite Shrout's out-there delusions, the 70-year-old is competent to face sentencing on guilty verdicts on 13 counts of issuing fake financial documents to banks and six counts of willful failure to file tax returns. During his 2017 trial, prosecutors introduced evidence showing that between 2009 and 2014, Shrout earned $562,224 from a carpentry…

There won't be many bets on the Dallas Cowboys to win the Super Bowl next February. Odds makers say that possibility is a 30-to-1 longshot. I'm a fan of the 'Boys and I think that's being way too optimistic! (Cowboys playing Detroit Lions in Dallas by Kay Bell) Professional football fans are ready for some football as the NFL's 2018 season kicks off tonight. And the league itself may finally be ready for some legal gambling on its sport. The reason is, of course, money. Billions in betting-related revenue: National Football League could pocket an added $2.3 billion a year thanks…

New York Giants fan chow down at a pre-NFL game tailgate party. (Photo by Ben Vardi via Wikipedia Commons) College football begins in full force this Labor Day weekend. The professional pigskin players kick off the 2018 season on Thursday, Sept. 6. That means crazy body paint, tons of tailgating and betting. Yes, although professional sports leagues and especially the National Collegiate Athletic Association (NCAA) hate to admit it, gamblers put down billions on games every year.  Most of those wagers have been, and will continue to be, placed illegally despite the May 14 decision by the Supreme Court of…

The courthouse where a federal jury on Aug. 21 found Paul Manafort guilty of eight charges, including five tax evasion counts. Could he also face state charges? (Photo via Google Earth) It’s the day after bombshell revelations in two federal courtrooms and the political and tax world is still abuzz. Almost simultaneously on Tuesday, Aug. 21, afternoon, two of Donald J. Trump’s former presidential campaign officials faced serious legal judgments in two separate courtrooms. In New York City, Trump’s former personal lawyer pleaded guilty to eight federal felony counts of tax and bank fraud, as well as campaign finance law…

After years of being lambasted for efforts to regulate tax preparers, the Internal Revenue Service is on a roll in its efforts to oversee certain tax professionals. A recently introduced bipartisan Senate bill would give the IRS the authority that many argue it doesn’t have to set standards for tax professionals who aren’t subject to other professional guidelines. This is not the first time such legislation has been introduced. But those previous bills never went anywhere. However, the tide now seems to be shifting a bit in the tax agency’s favor. Influential tax professional groups are among this latest legislative…

Money courtesy Pictures of Money via Flickr Most of us can't afford extravagant wardrobes. And we own, at most, one house. But for many of us, there's one thing that most of us share with lavish-living Paul J. Manafort. We, like the former lobbyist and political consultant, are not fans of paying taxes, especially really big Internal Revenue Service bills. Rick Gates, Manafort's former right-hand man, today told jurors hearing the tax evasion and bank fraud charges against his former boss that Manafort disliked paying a lot of taxes. But, I hope, that we aren't following Manafort's alleged method to…

Al "Scarface" Capone at his sentencing for tax evasion. Back in the Prohibition Era, federal agents — notably those from the Internal Revenue Service — took down the notorious gangster. The tax agency's armed Criminal Investigation agents are still on the job. (Photo courtesy All That's Interesting: 25 Al Capone Facts) Paul Manafort's tax evasion (and bank fraud) trial is shining a spotlight, at least in the tax world, on the Internal Revenue Service's unit that goes after tax criminals. In most cases, like that of Donald J. Trump's former campaign manager, it's white collar tax crime. U.S. taxpayers don't pay…

When you hire a tax professional, you want someone you can trust. In Paul Manafort's case, that apparently meant someone he trusted to file fraudulent returns. The accountant for former Donald J. Trump campaign chairman Paul Manafort told jurors hearing the bank fraud and tax evasion charges against the long-time political operative that she helped backdate documents and falsify financial records. Cynthia Laporta, who has been given limited immunity for her testimony, said the accounting maneuvers suggested by Manafort and his longtime business associate Rick Gates, who's also working with the prosecution and expected to eventually testify in the case, too.…

Paul J. Manafort's bank and tax fraud trial is underway. Three guesses, and two don't count, of what's of most interest to me. The proceedings in the Alexandria, Virginia, federal courtroom got off to a fast start. The prosecutors told the jury of six men and six women they would prove Manafort "believed the law did not apply to him." The former chairman of Donald J. Trump's presidential campaign is facing in this trial 18 counts alleging he hid more than $30 million in overseas income by funneling it through offshore accounts, lying to banks and evading taxes. One of…

Rep. Bob Goodlatte opens the hearing on what Congress should do about interstate sales taxes and remote sellers in the wake of the Supreme Court decision that upended prior standards. (House Judiciary hearing video screenshot) If you thought the interstate collection of sales taxes from remote sellers was going to get easier following the recent high court ruling on the matter, think again. Now Congress is getting involved. Again. And if you thought any decision on how federal lawmakers should address the thorny issue of taxes and interstate commerce would be easy, think, yes, again. Long and winding remote sales…

As expected, states whose residents will take a major federal tax hit under the new $10,000 limit on deductions of state and local tax (SALT) payments have headed to court. Connecticut, Maryland, New York and New Jersey on Tuesday (July 17) afternoon filed a lawsuit in federal court in New York seeking to invalidate the Tax Cuts and Jobs Act's (TCJA) changes to a long-standing federal tax deduction. In this latest semi-reform of the tax code, Congress essentially gutted the value of this itemized tax deduction for, in most cases, the millions in state income and local real property payments…

The role of Supreme Court nominee Brett Kavanaugh in preventing the Internal Revenue Service from aggressively regulating tax preparers has prompted some questions about such oversight. Currently, the IRS uses a voluntary tax professional oversight system, but is expected to continue to push for Congressional authority to implement more stringent tax preparer regulations. Those who agree with the IRS (like the agency’s National Taxpayer Advocate) argue that regulating tax pros is necessary in order to protect taxpaying clients. It also, they contend, would lead to more accurate tax returns and ensure a fairer and more efficient tax system Opponents of such regulation,…

Judge Brett Kavanaugh spoke at the White House after being nominated to be the next Supreme Court justice. (Official White House photo by D. Myles Cullen via White House Instagram) Federal judge Brett Kavanaugh was tapped last night (July 9) by Donald J. Trump to replace retiring Justice Anthony Kennedy on the Supreme Court Supreme Court of the United States (SCOTUS) Kavanaugh, 53, has served on the D.C. Circuit Court of Appeals since 2006, a position for which he was nominated by the last Republican Oval Office occupant, President George W. Bush. Like Trump's prior Supreme Court justice nominee, Neil…

New Jersey Gov. Phil Murphy (D) places the state's first legal sports bets on June 14 at Monmouth Park Racetrack. (Screenshot from AP coverage. Click image to view full video.) New Jersey's governor put his money behind the Garden State's new sports betting option. Now he's paying for that. New Jersey started taking bets on sporting events on June 14, a month after the Supreme Court ruled in the state's favor and three days after Gov. Phil Murphy signed the law making his and, N.J. establishments hope, millions of other such wagers legal. The debut of the new sports betting…

U.S. Supreme Court photo by Phil Roeder via Flickr CC Sorry most* U.S. shoppers. Whether you buy from your main street brick-and-mortar retailer or your favorite cyber mall, you're probably going to owe sales tax. Sorry, too, many U.S. businesses that rely on online, catalog and phone sales. You're going to have to devise ways to collect and remit sales tax (or at least report) on your remote transactions. The Supreme Court of the United States (SCOTUS) today ruled in South Dakota vs. Wayfair that the nexus standard established in 1992 by the High Court's Quill vs. North Dakota decision is "unsound…

Real Madrid teammates Cristiano Ronaldo, left, and Luka Modrić go against each other in a Portugal vs. Croatia friendly match in June 2013. (Photo by Fanny Schertzer via Wikipedia) I'm not a soccer or World Cup fan, but many of my social media pals are. That's why my Twitter feed is full of updates on upsets and expected results from this year's tournament hosted by Russia. But those sports fans have overlooked one thing. Some of soccer's — football to the world beyond the United States — biggest global stars also have faced serious international tax battles. Portugal star fights…

 Our home’s celebration of the 2018 Stanley Cup Champion Washington Capitals.   It’s champions day at our house! I spent the morning watching the Washington Capitals, the new National Hockey League champions, parade down Constitution Avenue showing the Stanley Cup to their long-suffering fans. Then I switched over to watch the Golden State Warriors, the National Basketball Association’s back-to-back champs, celebrate with their fans along the downtown Oakland parade route. It’s fitting that the latest major league champs on both U.S. coasts had their parades today. Their festivities come on the heels of expanded sports betting across the country. N.J.…

Photo by Sandra Seitamaa on Unsplash …School’s out. Summer is here, at least unofficially judging by the temperatures. And thousands of Americans are planning vacations. There also are a sizable number of homeowners hoping to make some extra bucks off all those seasonal travelers. Home rental popularity: Alternative accommodation, as the segment is known in the industry, appeals to those looking to immerse themselves in a new place culturally. Other opt for such lodging for the privacy (no paper-thin hotel walls), convenience (cooking meals instead of always eating out; use of the owner’s Wi-Fi or streaming services) or amenities (a…

In preparation for the summer cookout season, the hubby and I have been sprucing up our patio. The biggest job, aside from cleaning the thick layer of pollen off the outdoor dining table (yes, the hubby is appalled I'm showing that in the above photo), is replacing our almost 20-year-old patio furniture cushions. We tried buying replacements at local outdoor stores. Then we went to a couple of big box chains. Finally, we found what we wanted at a reasonable price in one of the many gardening/outdoor living catalogs that fill up our snail mail box. So we ordered them…

Every bettor in the United States after today’s Supreme Court ruling that opens up sports betting nationwide. (Source: Giphy.com) That whoop you heard this morning was celebrating sports fans all across American who like to drop a few (or more) bucks on their favorites sports match-ups. The possibility that they can do so closer to home now an option thanks to today’s (May 14, 2018) Supreme Court decision. Place your bets: The nation’s highest court ruled 7-2 that a federal law that has effectively limited sports betting to Nevada for more than a quarter century is unconstitutional. The case, brought by New Jersey and supported…

Shock jock Howard Stern's candid conversations with guests are one of his show's more popular features. Folks who talk to Stern, including the current Oval Office resident, willingly reveal TMI. One on-air exchange, however, resulted in inadvertent revelation of some of a Massachusetts woman's personal tax information and a subsequent lawsuit against Stern and Uncle Sam. As I noted back in May 2015, she was discussing her overdue tax bill with an Internal Revenue Service agent who had, on another line, called into Stern's satellite radio show. When Stern went live with the tax collector's on-hold call, the IRS agent's…

When we pay a tax pro for help, we trust that person. Sometimes we shouldn’t.  Most of use tax professionals to help get through tax season. Thankfully, most paid tax preparers are honest. They want to help their clients meet their tax responsibilities by legally paying the least amount of tax possible under the Internal Revenue Code. But most is not all. Some tax preparers run fly-by-night operations where they simply look to make a quick buck off of honest individuals seeking tax assistance. These pros, and I use the description advisedly, often get paid based on a percentage of taxpayers’ refunds, which they inflate by advising…

Internet shopping is now the preferred purchasing method for millions. Just ask Toys R Us, which has blamed its decision to shutter its operations largely on losses to remote sellers. But the taxation of products bought online is still a mish-mash of state laws. That could change in a few months depending on what the Supreme Court of the United States (SCOTUS) decides in a high-profile remote sales tax case.  The oral arguments in the case, South Dakota vs. Wayfair, are set for April 17, which just happens to be this year's federal tax return filing deadline. SCOTUS' decision is…

Most taxpayers now are focusing on completing their annual tax returns. But if we have to deal with the Internal Revenue Service to finish that Form 1040, or if the agency subsequently has some questions about it, Uncle Sam’s tax collector wants us to know we have some inalienable tax rights. The 10 components of Taxpayer Bill of Rights (TBOR) are this week’s By the Numbers figure. Here they are: 1. The Right to Be Informed: Taxpayers have the right to know what they need to do to comply with the tax laws. They are entitled to clear explanations of…

Rovio Entertainment, creators of Angry Birds, and the National Football League have teamed up to create a Super Bowl themed video game. But unlike the bird above, the Philadelphia Eagles are far from angry today after winning the NFL championship last night in Super Bowl LII. It was not a super Sunday for either the New England Patriots or Nevada's casinos. When all the numbers are tallied, it looks like the Silver State's sports books might lose only their third Super Bowl in 28 years thanks to the Philadelphia Eagles' 41-33 upset of the New England Patriots in Super Bowl…

Tom Brady and his New England Patriots teammates look to win back-to-back Super Bowls on Sunday, Feb. 4. (Screen shot from NFL Super Bowl LII preview video) We're two days away from Super Bowl LII. That means it's time for my annual post on how gambling winnings are taxable income. Here goes. The American Gaming Association (AGA) estimates Americans will wager approximately $4.76 billion on Sunday's National Football League championship game. More than $4.6 billion of that, what the AGA calls "a staggering 97 percent of total wagers" on the game between the New England Patriots and Philadelphia Eagles, will…

U.S. Supreme Court photo by Phil Roeder via Flickr CC Much tax attention has been focused on the new tax law that now limits the federal deduction filers can claim for the state taxes they pay. But another impending state tax decision could affect even more taxpayers across the country. The Supreme Court of the U.S. (SCOTUS) will decide this summer whether more of us will be paying state sales taxes on our online purchases. That's already a price that folks in the 45 states and Washington, D.C. pay when they buy products from internet retail giant Amazon. If the…

A collection of Enigma machines and paraphernalia on display at the U.S. National Cryptologic Museum. New York tax officials seized and sold one Enigma owned by "Pharma Bro" Martin Shkreli to cover his unpaid state taxes. (Photographs courtesy Robert Malmgren via en:User:Matt Crypto/Wikipedia) It's no mystery why folks intentionally skirt tax laws. They don't want to pay. New York, however, has managed to get back some of the taxes that officials say former hedge fund manager Martin Shkreli failed to pay the Empire State. New York state tax officials seized a rare Nazi Enigma encryption machine and three historical documents from…

We've only got five days left in 2017 and just three business days. That means that if you're making any tax moves, you'd best get on the stick! You also need to look at how your 2017 year-end tax actions might be affected by the new tax laws that take effect on Jan. 1, 2018. I've been writing about the latest tax changes for months now. You could find those stories by simply looking at the ol' blog's archives and checking out all the posts tagged as "tax reform" (even though this latest bill is really more tax cuts than…

Time's person of the year for 2017 is a lot of people. The magazine selected all the women and men who who publicly spoke about being victims of sexual harassment and abuse as a way to stop it and help others who have been victims, known on social media as the #MeToo movement. Ironically, today's announcement of Time's 90th most notable person (called Man or Woman of the year until 1999) was overshadowed by the continuing sexual harassment controversy in the political world. Sitting and wannabe Senator troubles: Roy Moore, who is seeking Attorney General Jeff Session's former Senate seat in…

Pong via Giphy Who knew 45 years ago today when Atari released Pong that the two-dimensional video version of table tennis would herald in a fascination and fixation with video games? Who also knew that those games would become a major battle front in the taxing of digital entertainment? We've come a long way, baby, to borrow a phrase from Pong's era. Old and new gaming options: Since Pong's Nov. 29, 1972, debut and consumer acceptance that made it the first commercially successful video game, the world has become populated with video game addicts of all ages. The variety of video games,…

Fifteen Chicago-area men have had their names, and legal records, cleared. If they eventually get monetary restitution for the time they spent in jail for crimes they didn't commit, they also could get some tax relief. (Click CNN screenshot for full story.) "I'm innocent!" That post-conviction proclamation by many now behind bars is greeted by the strict law-and-order crowd with cynical eye-rolling. But in the case of at least 15 Chicago-area men, protestations that they didn't commit the crimes for which they did the time were true. And if these fully, officially, legally not guilty men ever receive compensation for…

After four and a half years, the Internal Revenue Service Tea Party targeting scandal has been resolved. On Thursday, Oct. 26, the Justice Department announced that it has entered into proposed settlements with the two major challenges by conservative groups against the IRS. Substantial payments to plaintiffs: While the Justice Department did not discuss deal specifics, the Wall Street Journal reported that the payouts to plaintiffs in the Linchpins of Liberty and Norcal Tea Party Patriots cases could be between $1 million and $10 million. The conservative groups who joined the lawsuits had alleged in 2013 that their applications for 501(c)(4) tax-exempt…

There could be some consistency in how states collect sales tax on consumers' online purchases if the Supreme Court agrees to hear a South Dakota case. Many states are ignoring the sales tax law of the land, decided in 1992 by the U.S. Supreme Court's ruling in Quill v. North Dakota. Soon another Dakota high court case, this one from South Dakota, could change the state sales tax collection law for remote sellers. On Sept. 14, the Mount Rushmore State's quest to collect sales tax from online et al retailers was rejected by that state's highest court. That's just what…

UPDATE: On Oct. 2, 2017, South Dakota made it official when Attorney General Marty Jackley filed a petition for certiorari, asking the United States Supreme Court to review the South Dakota Supreme Court decision in State of South Dakota v. Wayfair, Overstock and Newegg. South Dakota wants the nation's highest court to overrule current physical-presence requirement that prevents it (and other states) from requiring out-of-state retailers to remit taxes for sales made within state borders. Online is the preferred purchasing method for millions. That's why states are looking at law changes, and court rulings, that let them get their sales…

With every story or study on retirement savings, I hope the news will be better. It usually isn’t. Overall, most of us aren’t saving enough — or any! — for our retirement. And things aren’t likely to get better. In fact, Uncle Sam is shutting down a program created just three years ago to encourage lower-income earners to save for retirement. The U.S. Department of the Treasury announced on Friday, July 28, that it soon will wind down the myRA program. Broadening retirement savings: The name is short for “my retirement account” and was a play on IRA in an…

School supplies are among the items that are sales-tax free during some of this summer’s state tax holidays.

Some type of marijuana use is legal in more than half of the United States. State and local coffers get associated pot taxes, but that could stop if the feds start cracking down on what is still an illegal drug in Uncle Sam's eyes. (Photo courtesy GreenerCulture.com) U.S. Attorney General (for now) Jeff Sessions apparently really wants federal law enforcement to once again target marijuana. But a return to a tougher prosecution by Uncle Sam could produce some serious push-back from states where pot is legal if they show tax revenue results like Colorado. Since Colorado became the first the…

Honestly, rich people. You can afford to hire good tax advisers and accountants. Why don't you?!? That's the question I ask every time another celebrity gets in trouble with the Internal Revenue Service. Last week it was boxer Floyd Mayweather Jr. Now the latest wealthy person who just can't get a grip on taxes is hip-hop icon DMX. Although rapper DMX seemed pretty composed after his court appearance last week on tax evasion charges, I suspect at some point this was his reaction to the federal charges. The 46-year-old rapper, whose legal name is Earl Simmons, is accused of 14 tax fraud and evasion charges. Federal prosecutors contend that from 2002 through 2005, Simmons cheated Uncle…

UPDATE, Sept. 18: The House of Representatives continues to make progress in efforts to end civil asset forfeitures. On Sept. 12, the chamber passed via voice vote an amendment to an appropriations bill that would bar bonuses for a section of Department of Justice (DOJ) employees until they rule on 255 civil cases referred to them by the Internal Revenue Service. This follows the Sept. 5 House passage, also by voice vote, of H.R. 1843, the Restraining Excessive Seizure of Property through the Exploitation of Civil Asset Forfeiture Tools, or RESPECT, Act. The legislation, discussed below, would impose new restrictions…

This post was updated Tuesday, July 25, 2017. Paid tax return preparers must sign their clients' 1040 forms and include their IRS-issued professional ID number. The IRS lost a court case to charge a fee for the identifiers, known as PTINs, but is seeking a stay of that order pending possible appeal of the case. If you're a tax preparer who's hoping to get back fee you paid for your IRS-issued special identification number, you could be waiting a bit longer. The Internal Revenue Service on July 24 formally asked the U.S. District Court for the District of Columbia to…

Undefeated boxing champ Floyd Mayweather Jr. is trying to avoid a knockout from the Internal Revenue Service. Mayweather still owes the federal tax collector a reported $22.s million for his 2015 taxes. That year, Mayweather reportedly earned as much as $230 million for besting Manny Pacquiao in the heavily promoted Fight of the Century. Floyd Mayweather's official weigh-in before his 2015 fight with Manny Pacquiao in Las Vegas. Money earned on that match is at the center of an unpaid tax bill battle Mayweather's waging with the IRS. (Photo courtesy Pixabay via Wikimedia Commons) Rich, but tax cash poor: Mayweather is…

The cost of college continues to simmer as an educational policy and legal issue, particularly when it comes to student loans. Democratic attorneys general from 18 states and the District of Columbia on July 6 filed a lawsuit against Education Secretary Betsy DeVos and her department to stop her from changing rules that erased the federal student loan debt of those who were cheated by colleges that acted fraudulently. Consumer groups also have joined the litigation list. The Obama Administration finalized the so-called borrower defense rules last October. They were scheduled to take effect on July 1. DeVos, however, froze…

Happy Birthday, America! July 4 is special to all of us Americans, the day we declared our independence from Great Britain. Taxes, as everyone knows thanks to James Otis’ famous announcement that “Taxation without representation is tyranny,” were among the reasons we sought to govern ourselves. And taxes, even after we gained control, continue to play a key part in our lives, politics and popular culture. James Cagney, before he became the prototypical movie gangster, was as song-and-dance man. He showed off those talents in “Yankee Doodle Dandy,” the biopic of a man who not only gave us great musicals,…

One of Wimbledon’s famed grass courts, which are the focus of the tennis — and betting — worlds as tournament matches started July 3. (Photo by Nic Gould via Flickr) Wimbledon, one of the crown jewels of professional tennis, begins today. You know what that means. Bookies across the United Kingdom are taking bets. Yes, sports betting is legal in Great Britain. It’s also legal in much of Europe. In England, it’s no problem to find the latest Wimbledon betting odds, along with tips on which players to stake your discretionary cash. Big global bucks: Sports betting across the pond…

After a brief hiatus, the Internal Revenue Service has reinstated its online tool where professional tax preparers can obtain the official identification numbers required to file returns. On June 1, the United States District Court for the District of Columbia issued a mixed ruling in a class action lawsuit against the IRS, Adam Steele, et al. v. United States of America (Case No. 1:14-cv-01523-RCL). The federal judges said that while ruled that while the IRS has the authority to require tax pros to get Preparer Tax Identification Numbers, or PTINs, the tax agency cannot charge for the ID numbers. The next…

The Stars and Stripes. Old Glory. The Red, White and Blue. The Star Spangled Banner. Whatever name you use, today is the annual national celebration of the United States of America’s flag, one of the most recognizable symbols in the world. U.S. Navy vessels commemorate Flag Day. (Photo courtesy U.S. Navy via Twitter) Flag, Flag Day history: The U.S. flag was adopted 240 years ago on June 14, 1777. From its beginnings at Betsy Ross’ hands during the American Revolution to today when many residents of Puerto Rico are seeking to have another star added, Old Glory has changed with and…

Many professional tax preparers say that giving the Internal Revenue Service added regulatory ability over their jobs isn't warranted. The tax agency and Trump Administration disagree. (Photo by Sebastiaan ter Burg via Flickr CC) The Trump Administration has continued the current trend of cutting the Internal Revenue Service's annual operating funds, but a provision in the new White House's fiscal year 2018 budget also could solve a new IRS problem. On June 1, the Internal Revenue Service got the bad news from the United States District Court for the District of Columbia that the tax agency can't collect fees from…

Another online Internal Revenue Service tool has been taken offline, but this time it's not security related. Instead, the IRS has shut down the online method by which tax professionals can apply for a Preparer Tax Identification Number, or PTIN, in the wake of a court ruling against the federal tax agency. When you hire a tax pro to help you file your annual return, that paid preparer has to include his or her PTIN on your 1040. But a recent court ruling says the IRS no longer can charge preparers for this special identifying number. Since the fall of…

These young women are enjoying their high school graduation ceremony. Now, with diplomas in hand, they and their families are looking at how to pay for college. A 529 plan could help.

Judge Neil Gorsuch, nominated by Donald J. Trump to fill the U.S. Supreme Court vacancy created by the unexpected death last year of Justice Antonin Scalia, was sworn in April 10, 2017, becoming the 113th person to serve on the nation's highest court. Image courtesy White House Facebook video Gorsuch's wife, Marie Louise Gorsuch, held the family bible as Justice Anthony Kennedy administered the oath of office to his former law clerk during a White House Rose Garden ceremony with the president watching. The 49-year-old Gorsuch no doubt will have a say on many tax matters during his lifetime tenure…

This is the original blog post copy that ran on Monday, March 24, 2014. It was updated on Friday, March 31, 2017. Business tax reform has been getting a lot of attention the last few years, with both President Obama on the Democratic side and House Ways and Means Chairman Rep. Dave Camp on the Republican side pushing for change. While Congress and the White House debate tax reform as it relates to big business, the Internal Revenue Service already has made a change to ease tax filing for many owners of smaller companies. For 2013 returns, individuals who claim…

When Amazon starts collecting sales tax from internet buyers in Hawaii, Idaho, Maine and New Mexico on April 1, it will mean the online retailer will be a tax collector for all 45 states and the District of Columbia that have the levies. No, it’s not a bad April Fools’ joke targeting online shoppers. On this April 1, Amazon really will start collecting state sales taxes nationwide. The Seattle-based internet retailer already was adding the tax line to invoices in most of the 45 states and District of Columbia that have sales (or similar) taxes. Now, final deals have been…

A Pennsylvania man said he didn't file 10 years' worth of federal tax returns because the forms required use of a Social Security number, which he considered analogous to the Biblical "mark of the beast." James Kerr Schlosser's 666 tax protest, however, didn't convince the Internal Revenue Service or the legal system. The 59-year-old Bird-in-Hand, Pennsylvania, resident was convicted on March 7 of failing to report $2.3 million he earned as a medical equipment salesman. Foreign accounts, coins used in scheme: To evade the tax due on the millions, federal court papers show that Schlosser used foreign business trusts and…

Are we having tax fun yet? We did for while last night when it looked like we finally might get a look at Donald J. Trump’s taxes. OK. We did get to see part of the new president’s 2005 tax return, courtesy tax journalist David Cay Johnston and MSNBC host Rachel Maddow. MSNBC hosts Rachel Maddow and Chris Hayes talk Trump taxes on March 14 with Pulitzer Prize winning tax journalist David Cay Johnston. Trump tells tax all? The tax return provides some basic info, but raises a lot more questions, including who leaked it. I’m among those who believe this…

Sure, you're happy to tell your friends about the online bargains you get, but not so much your state's tax officials. That essentially will happen in Colorado this summer. But it won't be shoppers revealing their internet purchases. It will be the companies that sold them the stuff. Colorado online shoppers oppose the state's new sales tax reporting law because it violates their privacy. And oh yeah, now they'll have to pay more tax. The online purchase info is part of a creative way Colorado lawmakers devised to try to collect the almost $173 million in tax revenue they say…

Although separation of church and state is a key constitutional tenet in the operation of the United States government, God regularly plays an unofficial role at tax filing time. There are those folks who take his name in vain as they struggle with a particularly complex part of the tax code. Guilty! Then there are those folks who seek his divine guidance in figuring out their annual tax liability. Or, once they've done that, pray for a miracle to pay what they owe. Guilty again! But religion shouldn't have any part in defending criminal tax evasion. That's not just my…

Neil Gorsuch, a federal appellate judge on the United States Court of Appeals for the 10th Circuit, has been selected by President Donald Trump to fill the U.S. Supreme Court vacancy left last year by the death of Antonin Scalia. President Donald Trump explains why he chose Neil Gorsuch, at right with his wife Marie Louise, to server on the U.S. Supreme Court. Gorsuch, 49, an Ivy Leaguer from Colorado, has a conservative judicial track record. He also formerly clerked for two Supreme Court justices, Byron White and Anthony Kennedy. If Gorsuch is confirmed, which is expected given that the…

When Donald J. Trump assumed the U.S. presidency at noon on Friday, Jan. 20, he and his staff also took over the White House website. The image above is the only glimpse of Trump’s taxes the new president has provided. It’s a photo via Twitter of him signing his purported 2014 federal return on Oct. 15, 2015. Although the 45th president’s people made some major changes to the content Trump’s predecessor had posted, they did leave one feature untouched, the We the People petition generator. This option lets people petition the White House for action on whatever is near and…

Donald J. Trump prefers to fight things out in court. Over the years as a businessman, the president-elect has filed and been named as a defendant in thousands of lawsuits. Even as he prepares to be sworn in on Jan. 20 as the United States' 45th president, he will facing, as of today, more than 70 lawsuits filed against him. Click certificate image for video report on settlement via KABC-TV Los Angeles. But he's no longer worrying about Trump University allegations. Friday, Nov. 18, afternoon, Trump and his attorneys agreed to pay $25 million to settle three lawsuits that claimed…

For the last five years, I've been regularly grocery shopping with my mother. She's a retiree on a fixed income, so much of our time is spent examining shelf prices, determining which size offers the best per-unit value and debating whether it's worth a few more pennies to get something she knows she likes or save cents by buying a cheaper, but untried store brand. Source: TastefullyOffensive.com from YouTube Now I guess we need to start double checking the register receipts to make sure our savings aren't negated by improper tax charges. That's what some Garden State shoppers say they found…

No, we still haven’t seen Donald Trump’s federal tax returns. Donald Trump shared this photo on his Twitter account last October of him signing what he said was his 2015 federal tax return. However, it was old state returns that have given us a glimpse into the Republican presidential candidate’s tax bills. …The information about his $916 million business loss in 1995 comes from state tax returns filed with New York, New Jersey and Connecticut for that year and which were obtained by the New York Times. While that yuge loss could have, as the Times notes, served as a…

Ezekiel Elliott's visit to a Seattle marijuana retailer was the big weed news this week, and yes, pot has received lots of headlines lately (more on this a little later). Apparently amazed visitors to the cannabis display at the Oregon State Fair in Salem, the first time pot plants have been open for public viewing at any U.S. state fair. This is just one piece of pot news so far this month. Click image to view the AP video via USA Today. I admit that as a Dallas Cowboys fan, I spent an inordinate amount of time following the first-round draft pick's…

A married couple who helped the federal government collect more than $74 million from a tax criminal finally got their financial reward last week. U.S. Tax Court building in downtown Washington, D.C. On Aug. 3, after fighting for the whistleblowing payment for four years, the anonymous tax tattletales, referred to as Petitioner 21276-13W and Petitioner 21277-13W in court documents, were awarded $17,791,607. The U.S. Tax Court ruled the husband and wife deserved the nearly $17.8 million whistleblower award, which is this week's By the Numbers figure, despite the federal government's argument that the claim was outside the scope of the tax whistleblower reward…

Sports fans tend to be, well, fanatic. To many, it's what a player does during the game, not his or her off-field antics that matter. Moment of the Champions League final with FC Barcelona's Leo Messi, left, going against Patrice Evra of Juventus at Olympiastadion in Berlin on June 6, 2015. (Photo by Biser Todorov via Wikimedia Commons) That kind of no-questions-asked support was what the Barcelona football — or soccer, as most Americans call the sport — team was counting on in the wake of its star player's tax evasion conviction. Public outreach, tax backlash: Last week after Lionel Messi…

The Founding Fathers are getting renewed attention, thanks in large part to the award-winning smash Broadway hit musical “Hamilton.” And while George Washington, Thomas Jefferson and the titular Alexander Hamilton, who became the new country’s first Treasury Secretary, deserve much credit for our independence, on this Fourth of July also save some praise for James Otis, Jr. Image courtesy Bizzare Boston Quotable colonial attorney: Otis, pictured above, was a lawyer in colonial Massachusetts who contested the law and power of the British by arguing that Writs of Assistance, what we now call search warrants, were a form of tyranny. He represented…

UPDATE, May 28, 2018: With the enactment of the Tax Cuts and Jobs Act of 2017, the tax deduction for moving expenses has been dramatically limited. Now relocation costs are limited to military personnel who are on active duty and who move pursuant to a military order related to a permanent change of station. Civilians now get no tax break for their moving expenses, even when work-related. Work-related moving expenses are tax deductible. You don't even have to itemize. The claim is made as one of the adjustments to income, generally referred to as an above-the-line deduction, right on the…

Go big or go home. That's a common mantra down here in Texas. A variation applied this week in a federal bankruptcy courtroom in Big D. The judge there ruled that a former Lone Star billionaire's big attempt to shelter money offshore means he owes the Internal Revenue Service a big bill. Sam Wyly, a once legendary Dallas businessman, philanthropist and one of the wealthiest men in the country (shown at right on the October 2015 cover of D CEO magazine), was found on May 10 to have defrauded the IRS by shuffling assets among a network of offshore trusts to evade…

The 2016 presidential campaign has been an unusual one in many ways. The so-called political establishment has been under fire on both the Democratic and Republican sides. Usually reliable pollsters and pundits have seen their projections upended by a new type of electorate. And social media has become a major player in the race for the White House. But one thing hasn't changed. The presumptive GOP nominee is as reluctant in 2016 to release his federal tax returns as was the 2012 candidate. This year, it's Donald J. Trump who says he won't release his tax returns until the Internal…

A little more than a month ago, inquiring tax eyes were focused on Panama. Specifically, folks were curious about a law firm in that Central American nation that allegedly helps the wealthy stash cash in global accounts that are out of reach of their nations' tax collectors. ICIJ has produced a video, The Panama Papers: Victims of Offshore, that shows what the organization says are the unseen victims behind the email chains, invoices and documents that make up the Panama Papers and the shadowy offshore industry. A couple of U.S. states, Nevada and Wyoming, were named as international tax haven locales in the around…

Tom Brady could be sitting out the start of the 2016 National Football League season.  Tom Brady taking the field in Denver Colorado, on Dec. 18, 2011, as the Patriots and Broncos were about to play. Photo by Jeffrey Beall (Own work, CC BY-SA 3.0) via Wikimedia Commons. If the star quarterback does miss the first four games of the 2015 NFL season in connection with Deflategate, he won't be alone in paying the price. Tax collectors in Arizona and Massachusetts also will be out some money. Commissioner vindicated: This morning, the U.S. Court of Appeals for the Second Circuit issued a 2-1…

There are many nicknames for marijuana. Weed. Pot. Mary Jane. Cash cow. OK, that last one isn't an official moniker for pot. But it is how many state legislators see the mood altering herb. And it could be a reason why 4/20 could one day be celebrated nationwide. Photo by GoToVan via Flickr CC Pot's tax payoff: Nearly $700 million of medical and recreational marijuana was sold in Colorado, one of the first states to legalize recreational use of pot, in 2014. Data through last November shows that the 2015 numbers have already passed the 2014 mark, with nearly $895 million in…

A group of South Florida rappers allegedly created a music label as a front for a massive tax refund fraud ring. Click image to watch the MoneyKing_GroundUP111 video on YouTube. Maybe the erstwhile rappers should change their musical moniker to Doin' Time since six of them were sentenced to jail last week in connection with the tax fraud scheme. Harlan Decoste of Miramar, Florida, who went by the alias Money King, created the label, according to the federal charges filed against him and his confederates back in August 2015 in the Southern District of Florida. Decoste received the longest prison term of…

Diane L. Kroupa was appointed as judge to the U.S. Tax Court in June 2013. Her term was supposed to have run for 15 years, but in June 2014 she retired early. This week Kroupa, 60, was indicted on two counts each of tax evasion, filing false returns and obstruction of an IRS audit. Her husband, Robert E. Fackler, 62, also was indicted on the same six tax-related charges. The couple is accused of understating their income by approximately $1 million on tax filings for the 2004 through 2010 tax years. Much of that too-low amount was arrived at by allegedly claiming…

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Tax Season 2026 Continues!

We made it. Tax Day 2025 is finally over. For most of us. When the filing season started on Jan. 26, millions who were expecting refunds filed immediately. Most of us got our returns to the Internal Revenue Service by April 15. But plenty of taxpayers also got extensions. They are looking at an Oct. 15 filing deadline.

Those procrastinating filers aren’t a problem. In fact, the IRS appreciates taxpayers who take time to fill out their 1040 forms correctly. It also is grateful that tax submissions are spread out a bit, especially now that the IRS is a leaner agency. Processing returns is easier when they arrive throughout the year instead of in massive bunches.

But enough about Uncle Sam’s tax collection issues. The focus now is on all y’all who filed for extensions, giving you another six months to complete your return. Since your new mid-October due date will be here before you know it, let’s get started now on meeting it.

The ol’ blog is here to help you finish up your extended Form 1040. You can start with January’s tax tips page, which has links to the rest of the year’s tips by-month collections. You also can peruse various tax categories for more tailored advice by clicking on the More Tax Posts drop-down menu at the top of this (and every) page.

And to make sure you don’t miss your new filing deadline, the count-down clock below will let you know just how much time you to file by Oct. 15. At the latest.e. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)