The 2025 Tax Offender of the Year

Many are called; few are chosen. And I strongly advise you not to choose this route; however, every year my advice is ignored. Yes, it’s time for the annual award I give, the Tax Offender of the Year.  As usual, there are many deserving candidates but there can only be one winner.

A reader nominated Minnesota Governor Tim Walz and Minnesota Attorney General Keith Ellison for turning a blind eye towards the rampant fraud in the state.  If you haven’t seen the video done by citizen journalist Nick Shirley, watch it.  You will be disgusted. Yes, it’s likely a few of the organizations are real (and just happened to be closed on the day that Mr. Shirley visited), but the denial by Minnesota officials looks to be, shall we say, learing.  Unfortunately, this is not a case of tax fraud (yet), just ordinary fraud.

Another nomination went to the 324 defendants charged in the “2025 National Health Care Fraud Takedown.”  The alleged fraud is over $14 billion, definitely enough to get my attention.  But once again we’re looking at mostly health care fraud, not tax fraud.

Not eligible was a very large French tax evasion case against UBS.  UBS Group AG agreed to pay an €835 million (nearly $1 billion) settlement in long-running tax evasion case in France. French officials alleged that UBS helped French clients hide funds in Switzerland.  Tax evasion is worldwide; however, I look at only US tax evasion and related crimes for this award.

In third place we find John Walker.  Mr. Walker was the owner of Hansen Helicopters, and his company built helicopters that weren’t airworthy.  He took discarded frames, counterfeit parts, and, voila!, a sort-of-working helicopter.  These helicopters were used by the tuna industry but caused injuries and death.  Mr. Walker also used “at least 48 shell companies…to operate his business.”  Both Mr. Walker and his business were found guilty in 2022 on 110 counts involving conspiracy, aircraft parts fraud, wire fraud, and money laundering.  Mr. Walker forfeited over $58 million (representing the proceeds of aircraft and wire fraud) plus paid $11.8 million (the amount involved in money laundering).  Mr. Walker was sentenced this past September to 33 years and 9 months at ClubFed.

Second place went to Rafael Alvarez of the Bronx, New York.  Mr. Alvarez was known as “The Magician;” he made your taxes vanish.  His business, ATAX New York, prepared around 90,000 tax returns from 2010 through 2020 (definitely a high-volume practice). Of course, his methods were less than magical: phony itemized deductions, capital losses, business expenses, and tax credits; a true potpourri of non-magical fraud.  Mr. Alvarez was ordered to pay $145 million in restitution, forfeit $11.84 million in fraudulent proceeds, and will spend four years at ClubFed.


Credit Suisse (formally, Credit Suisse Services AG) is a unit of UBS; it’s one of the largest Swiss Banks.  It was founded in 1856, and was acquired by UBS in May 2024.  For this story, we must go back in time to the first decade of this century.

The IRS, Treasury Department, and Justice Department filed a criminal indictment in 2014 alleging that Credit Suisse AG conspired and assisted US taxpayers through 2009 by creating sham entities, preparing false forms regarding foreign accounts, destroying records, and basically covering up foreign (to the US) financial accounts in violation of the federal conspiracy law.  Credit Suisse settled by pleading guilty to conspiracy, paying $2 billion, respond to US requests for information, close recalcitrant account holders, and implement procedures with its employees so that this would never happen again.  Surely $2 billion made sure this never happened again, right?

Well, Singapore is a long way from Switzerland (about 6,400 miles).  Apparently, the 2014 plea agreement didn’t make it into the hands of the Singapore subsidiary.  Even worse for Credit Suisse, the US figured out that basically the same things noted in the first criminal indictment were happening in Singapore:

  • Falsifying bank records;
  • Falsifying US account owners as not US persons;
  • Fictitious paperwork removing the US owners from filings;
  • Using a Swiss lawyer as a nominee for 104 accounts;
  • Servicing more than $1 billion of US accounts without full documentation of tax compliance;
  • Held $2 billion in US assets without adequately identifying the US owners; and
  • Transferring paper ownership of an account to an alleged sham Swiss trust company.

The alleged activity occurred from 2010 into 2023.  It would be one thing if the activity stopped in 2014 (as it should have); it’s quite another to go nine more years doing things you said you wouldn’t do in a plea agreement you voluntarily signed in 2014.

And it’s not just the $2 billion I noted above; Credit Suisse Services AG pleaded guilty to hiding more than $4 billion in at least 475 accounts.  As part of the plea agreement, Credit Suissse agreed to pay $510,608,09 in penalties, restitution, forfeiture, and fines and will also fully cooperate in US investigations of the accounts.

There is nothing wrong with having a non-US financial account. But if you do, you must disclose the account in up to three ways: on Schedule B of your tax return, on an annual FBAR filing (Form 114 with FinCEN), and on Form 8938 of your tax return.  There are various thresholds for reporting, and there are extreme penalties for willful non-reporting.  As I tell clients, “Just file the FBAR.”

As for Credit Suisse, presumably I won’t have to write (in the future), “The third time is the charm.”  I have a feeling the US Department of Justice really expects Credit Suisse (and UBS) to have learned their lesson here; only time will tell if that’s the case.


That’s a wrap on 2025.  I wish you and yours a Happy, Healthy, and Prosperous New Year!

 

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Brockman Estate Settles for $750 Million

Robert Brockman “won” the 2020 Tax Offender of the Year (an award you really, really don’t want to win); he passed away in August 2022.  Mr. Brockman won the award for allegedly committing a billion dollar tax fraud.

While his criminal indictment ended when Mr. Brockman’s life ended, the civil case (the IRS attempted to recover $1.4 billion) continued.  Last week, Mr. Brockman’s estate settled with the IRS; the estate agreed to pay $465 million in back taxes and $294 million in penalties for the 2004-2018 tax years. It’s a lot easier to simply pay your taxes (and it’s definitely financially prudent to do so).


This reminds me that we will be announcing the winner of the 2025 Tax Offender of the Year award later this week.  Here are the previous winners:

2024: Mark Scott
2023: Lev Derman et. al.
2022: Kevin Kirton
2021: Oleg Tinkov
2020: Robert Brockman
2019: Lawrence R. Gazdick, Jr.
2018: California’s Train to Nowhere
2017: State and Local Pension Crisis
2016: Judge Diane Kroupa
2015: Kenneth Harycki
2014: Mauricio Warner
2013: U.S. Department of Justice
2012: Steven Martinez
2011: United States Congress
2010: Tony and Micaela Dutson
2009: Mark Anderson
2008: Robert Beale
2007: Gene Haas
2005: Sharon Lee Caulder

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The Good, Bad, and Ugly of 2025 Gambling Tax Law Changes

With Christmas just two days away and Congress now on recess, we can look back at 2025 and accurately view the changes in tax law towards gambling.  There was some good, some bad, and one very ugly change.

The Good: The threshold for issuance of most 1099s and slot machine W-2Gs will change in 2026 to $2,000 (and it’s indexed to inflation thereafter).  The threshold has been $1,200 since the 1970s.  Based on inflation, $1 in 1975 is worth over $6 today.  Moving to $2,000 is definitely a step in the right direction.  I do need to point out that nothing has changed as to what is taxable (everything, even a gambling win of $1).

The Bad: Oklahoma is going after nonresident gamblers and there are definite constitutional questions involved.  If you’re a nonresident of Oklahoma and receive a W-2G at an Oklahoma casino and you don’t file an Oklahoma tax return, expect to get a letter from the Oklahoma Tax Commission.  You may be thinking, “Russ, that income was earned in Oklahoma; why wouldn’t it be taxable to Oklahoma?”  And that forces us to face a constitutional issue.

All casino gambling in Oklahoma is on Indian reservations.  Generally, these are sovereign territories not subject to state income tax.  The Oklahoma Tax Commission is taking the position that this rule doesn’t apply to gambling winnings.  An Indian tribe can voluntarily cede sovereignty, and a tribe is required (in order to have casino gambling) have a compact with the state.  However, I’m unaware of any tribe that has ceded this for taxes.  There is ongoing litigation on this issue–but because of federal law each individual must first go through the appeals process in Oklahoma, then file a lawsuit.  Eventually, a case on this issue will go to the Supreme Court–but it’s likely going to be many years before this happens. Until then, nonresidents need to be wary about gambling in Oklahoma.  It’s especially bad for amateur gamblers as Oklahoma limits itemized deductions to $17,000.

The Ugly: The One Big Beautiful Bill’s provision limiting gambling losses to 90% will go into effect for 2026. (This provision also limits business expenses for professional gamblers to 90% of expenses incurred.)  While I do expect this provision to be repealed eventually, I have no idea if this will occur in 2026 or 2035.  (If it is repealed in 2026, I expect the repeal to be retroactive to January 1.)  This is going to hurt all gambling–and state revenues in states that have enacted high taxes on casino companies (i.e. Illinois, Pennsylvania, etc.).

Will this get repealed in 2026? If our Congress functioned normally it would; however, what I see is very dysfunctional.  It’s more likely than not that this provision will not be repealed in 2026.


What will 2026 bring to us? Probably very little in the way of change.  I expect legal pressure on sweepstakes gambling and prediction market gambling (it’s quite likely both will be entirely gone from the United States by December 2026).  Otherwise, it’s an election year; historically, little happens in such years.  Only time will tell if that’s the case for 2026.

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IRS Interprets One Big Beautiful Bill to Increase W-2G Threshold to $2,000

As I reported back in July, §70433(d) of the Tax Code was changed by the One Big Beautiful Bill (OBBB):

(d) APPLICATION TO BACKUP WITHHOLDING.—Section 3406(b)(6) is amended—
(1) by striking ‘‘$600’’ in subparagraph (A) and inserting ‘‘the dollar amount in effect for such calendar year under section 6041(a)’’, and
(2) by striking ‘‘ONLY WHERE AGGREGATE FOR CALENDAR YEAR IS $600 OR MORE’’ in the heading and inserting “ONLY WHERE IN EXCESS OF THRESHOLD.”

But that’s not the Tax Code section governing issuance of W-2Gs.  That Code section is §3402(q) of the Tax Code (and related regulations) and it was not changed by the OBBB.  The question became, would the IRS interpret this to mean that W-2Gs would be issued (for slot play) at $1,200 or $2,000? 

The IRS officially never answered the question.  Today, the IRS released the draft Form W-2G for 2026 and the draft instructions for the W-2G.  Those instructions state,

The minimum threshold amount for payments made in calendar year 2026 is $2,000.

So we have a bit of good news on the gambling front for taxpayers (and casinos). I expect that sign I pass daily noting “$1,199 Jackpots” will undoubtedly change next year to “$1,999 Jackpots.”

I do need to point out whether or not you receive a W-2G does not change whether your gambling winnings are taxable (they are).  And given that in 2026 only 90% of gambling losses are deductible (though there are efforts to repeal that portion of the OBBB) keeping a contemporaneous gambling log is more essential than ever.

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Shocking: State Taxes Matter to Hockey Players

I grew up in Chicago, and have been a lifelong fan of the Chicago Blackhawks.  They’ve been, to put it kindly, lousy over the past few years (after winning three Stanley Cups from 2010-2015); however, there are now signs that they’re improving.  So far, they’ve been rebuilding via the National Hockey League (NHL) draft.  Interestingly, in this morning’s The Athletic there is a story titled, “Does state income tax matter to NHL players? Response is emphatic yes — ‘Make more money.'”  (Link may require registration)

Hockey players in ‘free agency’ can choose among 30 teams playing throughout the United States and Canada.  The Dallas Stars, Florida Panthers, Nashville Predators, Seattle Kraken, Tampa Bay Lightning, and Vegas Golden Knights play in states where there is no state income tax.  The Athletic’s survey showed that 86.3% of responders (out of 117) said that it matters.

I know it’s shocking to those on the left, but rational individuals make decisions based on money.  I used to live in California; state income tax took about 10% of my income.  I now reside in Nevada; state income tax takes none of my income.  The career span of an accountant is far longer than an NHL player; it behooves NHL players to make as much money as they can in their few years in the league.  It’s one thing to make $5 million in California (where state taxes will take 14% of the amount made); it’s another to make $5 million in Dallas, Fort Lauderdale, Las Vegas, Nashville, Seattle, or Tampa where state taxes will take 0% of the amount made.  (True, all NHL players will still face ‘jock taxes’ on their road games.  But half the games played are at home, and that’s a big advantage.)

Yes, there are other factors that come into play: family, the team you would be playing for (do you like the coach/staff, other players; the chance that you could win a Stanley Cup), and climate (another pro for all the cities noted above except Seattle) are three that immediately come to mind.  But the idea that taxes don’t influence decisions is laughable.

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New Jersey: We Delayed Processing Your Extension Payment So We’re Going to Penalize You for Our Error

Two clients of ours timely filed their federal and New Jersey extensions on April 15th, paying by electronic debit.  (One filed at 7am and the other at 12 noon, well before the midnight deadline.)  Both clients were waiting on K-1s, so they couldn’t file in April.  They both timely filed their returns (one in June, the other in October) and both asked for refunds.  Imagine the clients (and our) surprise when New Jersey assessed the late filing penalty!

New Jersey is notorious with tax professionals for taking a long time to process electronically filed returns.  This year, the state took one week to process returns (and extensions) filed around April 15th.  Thankfully, tax professionals can run reports that prove the return (or extension) was timely filed.  The report, called an “Electronic Postmark Report,” shows the exact time the return (or extension) was transmitted.

What is New Jersey supposed to do when they late process a payment?  New Jersey is supposed to back date it when the return or extension is timely filed to the filing date (here, April 15th).  My first client responded to the notice and (eventually) New Jersey agreed that it was their fault, and the payment date was changed to April 15th.  That client has received his refund.  My second client will have to go through the same process and he, too, will eventually receive his refund.

This is also a reminder to you that many notices sent by tax agencies are wrong in part or in whole.  Do not blindly pay a notice!  Send it to your tax professional and have them check it for accuracy.  Thankfully, both of my clients did that.

As for New Jersey, it would be nice if you either timely processed electronically filed extensions and returns or fixed this systemic issue…but I’m not holding my breath.

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Kalshi Preliminary Injunction in Nevada Dissolved; Kalshi Likely Soon Gone from State

This morning, a judge here in Nevada dissolved Kalshi’s preliminary injunction against the Nevada Gaming Control Board.  That injunction (now gone) prohibited Nevada from stopping Kalshi’s sports betting–excuse me–sports contracts from being offered in the state.  While I expect Kalshi to quickly file an appeal (which would be with the 9th Circuit Court of Appeals), it’s likely that Kalshi’s days in the Silver State are limited.

As I said in my post last week, gambling has been historically regulated at the state level.  Kalshi being allowed by the Commodities Futures Trading Commission (CFTC), a regulator that does not focus on gambling, had to do with general predictions.  Sure, Kalshi can (based on CFTC rulings) offer whether or not the Epstein files will be released.  But does it make sense they can offer a contract on whether the Bears will beat the Eagles on Friday?

The only certainty here is that further court actions are coming.

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Are Prediction Markets Sports Betting Products Doomed in the Long-Term?

Prediction markets are another new phenomenon. Kalshi, PolyMarket, and others offer predictions on things like, “Will the Epstein Files be released by the end of 2025?”  They also offer sports predictions which I believe are clearly sports betting by any other name.

In tax (which I’m qualified to talk about) and law (which I’m not qualified to talk about, except for tax law) there is a doctrine called substance over form.  Here’s an example we can all agree on: I pay you $10,000 for consulting work.  I wrongly issue you a Form 1099-INT (showing interest income) instead of a Form 1099-NEC (which shows non-employee compensation).  You should report the income on your tax return as non-employee compensation.

I’ve discussed this doctrine before in the context of Daily Fantasy Sports (DFS) and concluded that DFS is gambling; it’s yet another instance of the Duck Test.  For those who don’t remember, the Duck Test is that if something looks like a duck, walks like a duck and quacks like a duck, it just may be a duck.  Prediction market sports predictions look, walk, and quack like sports betting.   I have bad news for those who partake in sports prediction markets: it’s sports betting by any other name, and I believe the courts will force such prediction markets to obtain licenses from states in order to offer these products.

The problem for the prediction market companies is that gambling has historically been regulated by states, not the federal government.  Currently, several states have filed lawsuits against prediction market companies for offering sports predictions; the prediction market companies initially won in Nevada but lost in Maryland.  Both cases have been appealed, and this looks to me to be headed to the Supreme Court.  Given how this has historically been treated I think the prediction market companies face an extremely uphill battle in the long-term.

I’ve been asked by clients how the IRS will look at sports prediction income (from prediction markets).  I believe the IRS will conclude it’s gambling winnings. For there to be wagering (aka gambling) income, there must be a prize, consideration, and an element of chance (and not be defined by the Tax Code as something else).  Sports predictions meet this definition and have not been defined by the Tax Code as something else.  Yes, the Commodities Futures Trading Commission (CFTC) treats sports predictions as contests; however, the IRS is in no way bound by the CFTC’s actions.

Now, it may take a couple of years for this to all play out (courts do not move quickly and the IRS is known for being inefficient). Unfortunately, the long-term future for sports predictions within the prediction companies looks poor.

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The Shutdown

Once again there’s a government shutdown. What does it mean for taxes?

First, deadlines and responsibilities don’t change just because there’s a government shutdown. You still owe tax, and if you’re on extension your taxes are still due (generally) on October 15th.  If you use the excuse, “The government shut down, so I’m not going to file or pay,” your chance of winning that argument is zero. Don’t try it.

For now, it’s business as usual at the IRS. The IRS is using Inflation Reduction Act funds to stay fully staffed. Unfortunately, there’s about five days of funding left; that means the IRS will likely run out of funds next Wednesday, October 8th.  When that happens, it’s likely there will be little or no phone support, correspondence will start being accumulated, and IRS counsel (dealing with legal issues) may be furloughed.  If you need to reach the IRS, call ASAP.

If this shutdown lasts any appreciable amount of time, it will add to the challenges the IRS faces. The IRS is already facing (a) massive tax law changes, (b) ancient computer systems, and (c) probable budget cuts. If you add backlogged work you have a nightmare for anyone who has to deal with the IRS on a regular basis. (And yes, that’s me.)

One thing that’s likely to continue during the shutdown are automated notices. Consider a taxpayer who gets an automated notice and timely responds. Will that response get noted so that a second notice doesn’t get generated?  Who knows.

I hope that this gets resolved quickly, but the reason I wrote when that happens above rather than if it happens is that I’m convinced this will take a number of weeks to get resolved. I think the best case is two weeks, but I wouldn’t be surprised if this takes a month or longer. This is one prediction I really hope I have wrong.

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Pittsburgh Sacked

Jock taxes impact nonresident athletes (and others) who perform in out of state venues.  Let’s say you’re in the National Hockey League (NHL), playing for the Vegas Golden Knights.  You play a game in Pittsburgh.  You now owe tax to Pennsylvania and, because Pittsburgh has a nonresident tax on performers, to the city of Pittsburgh.

Pennsylvania law allows a “Second Class City” (yes, Pittsburgh is literally that–but it’s actually defined by Pennsylvania law as a city with a population of more than 250,000 bet less than one million) to impose up to a 3% tax on earnings at sports venues for nonresidents. However, the Pennsylvania Constitution (article VIII, § 1) states, “All taxes shall be uniform, upon the same class of subjects, within the territorial limits of the authority levying the tax.”  Pittsburgh residents pay a 1% earned income tax plus a 2% school district tax; nonresidents pay 1% on income plus a 2% “Facility Fee.”

Three NHL players plus the players associations for the NHL, NFL, and major league baseball sued Pittsburgh.  They won in the lower courts, but Pittsburgh appealed to the Pennsylvania Supreme Court. Yesterday, the court ruled that the 2% Facility Fee is indeed unconstitutional.

The court noted that they had to determine, “…whether there exists ‘some concrete justification’ for treating the relevant taxpayers as members of distinguishable classes.” If the court couldn’t find that, the tax would be unconstitutional.

And that’s what the court found:

Here, the City does not provide concrete reasons that would justify taxing nonresident athletes and entertainers more than resident athletes and entertainers. Instead, the City once again argues that the facility fee “does not impose an unequal tax burden on nonresidents” because it actually equalizes the tax burdens of resident and nonresident performers. Residents who perform at the stadiums are taxed three percent of what they earn (one percent to the City and two percent to the School District), and now—because of the facility fee—nonresidents also pay a three percent tax. The City maintains that a tax which equalizes the burdens between two groups of taxpayers cannot violate the Uniformity Clause. [citations omitted]

When an argument loses at two lower courts, you might think about finding something else as backup for your cause. Pittsburgh didn’t. The result wasn’t good for the Second-Class City:

Because the two percent Pittsburgh School District tax cannot be used to justify the facility fee in our Uniformity Clause analysis, and because the City of Pittsburgh has not supplied a “concrete justification” for treating resident athletes and entertainers differently from nonresident athletes and entertainers, we agree with the lower courts that the facility fee is unconstitutional. [citation omitted]

Pittsburgh will need to repay a lot of athletes, and this is definitely going to put a strain on the Steel City’s finances. It’s also a reminder that uniformity means just that.

 

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