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Tax News & Views Taxpayer Chocolate and Tariff Toothache Roundup

By Joe Kristan
February 9, 2026
A bowl of chocolate chips

Key Takeaways

  • Trump suit "Legally unsound."
  • Former IRS Execs file to intervene in $10B privacy claim.
  • Second judge bars IRS - ICE data sharing on privacy law grounds.
  • Trump civil service changes and IRS recruiting.
  • For individual filers, "patience matters more than ever."
  • Tax refunds a "sugar high."
  • Bostonian of the Year for 2020 sentenced for fraud.
  • Chocolate Day and National Toothache Day.

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Trump $10B Suit Against IRS "Legally Unsound;" Former IRS Officials Ask to Intervene

Trump's $10B Tax Leak Suit Legally Unsound, Ex-Officials Say - Asha Glover, Law360 Tax Authority ($):

The $10 billion in damages President Donald Trump is seeking in his suit accusing the Internal Revenue Service of failing to prevent a former contractor from leaking Trump's tax returns to news outlets is legally unsupported and unprecedented, four former government officials told a Miami federal court.

Trump's complaint seeks at least $10 billion in damages based on a theory that he is entitled to $1,000 in damages for every time a New York Times or ProPublica report about the tax returns was viewed, the former officials and two organizations said in an amicus brief filed Thursday. That allegation is plainly flawed because it means Trump estimates there were 10 million unauthorized disclosures of his returns, said the officials, including former Internal Revenue Commissioner John Koskinen and former National Taxpayer Advocate Nina Olson.

In fact, the group said, Trump has no right to punitive damages because his suit fails to show any actual damages.

 

Former Tax Officials Raise Ethics Alarm on Trump’s IRS Lawsuit - Erin Schilling, Bloomberg ($):

Former government tax officials are asking a judge to take proactive moves to curb the ethical issues arising out of President Donald Trump’s lawsuit against the IRS.

...

Former IRS Commissioner John Koskinen, former Department of Justice Tax Division Assistant Attorney General Kathryn Keneally, former National Taxpayer Advocate Nina Olson, and former DOJ Tax Division Appellate Chief Gil Rothenberg are on the brief. Two government watchdog nonprofits, Common Cause and Project On Government Oversight, also joined.

The officials said the court should consider issuing an order showing why the case shouldn’t be stayed until Trump leaves office, appointing amici who have expertise in government power separation and tax law, and allow the amici to participate in hearings.

 

Attorneys Sound Alarm Over Trump’s $10 Billion IRS Lawsuit - Mary Katherine Browne, Tax Notes ($):

President Trump’s lawsuit against the IRS over leaked tax information raises a multitude of ethical and legal issues, including conflicts of interest, the statute of limitations, and actual damages incurred, according to tax lawyers.

Since Trump filed a lawsuit against the very branch of government he is in charge of, tax professionals have expressed incredulity and concern over the consequences of the unprecedented case.

“The president can’t credibly promise to recuse himself from any decisions relating to the case. He spent much of his first term complaining about recusals in that case. . . . This case will be handled by people who were directly subordinate to him and must please him,” David A. Super of Georgetown Law told Tax Notes. “He’s essentially suing himself for his own negligence. I didn’t teach a very good class last Tuesday. Maybe I should sue myself for negligent teaching that harmed my reputation.”

 

Another Court Rules Against IRS Immigrant Data Sharing

Second Judge Says IRS Can't Share Address Data With ICE - Ganesh Setty, Law360 Tax Authority ($):

Another federal court has blocked a taxpayer address-sharing agreement between the IRS and U.S. Immigration and Customs Enforcement, finding they failed to follow a federal tax statute that allows limited information sharing for criminal investigations.

After a D.C. federal court blocked the IRS from sharing address information in November, Massachusetts U.S. District Judge Indira Talwani's Thursday order not only agreed with the D.C. court's rationale but also further barred ICE from accessing the 47,000 addresses it's already obtained. ICE's enforcement arm doesn't appear "organizationally capable" of separating address data meant for criminal proceedings versus broader civil enforcement matters, she said.

"Instead of initiating a criminal investigation, determining that prosecution requires a taxpayer's return information, and requesting such information from the IRS, ICE requested taxpayer addresses and then attempted to ascertain which of those taxpayers may have potentially violated a criminal statute," Judge Talwani said.

The taxpayer privacy code section at issue here is the same one whose violation triggered the President's $10 billion lawsuit. 

 

IRS Recruiting Civil Service Protections

Personnel Rule’s Impact on IRS Hinges on Implementation - Benjamin Valdez, Tax Notes ($):

A new federal rule paving the way for some government employees to be fired with ease isn’t expected to affect front-line IRS employees — but it could ensnare staff who influence tax policy, according to observers.

The final rule, published February 5 by the Office of Personnel Management, gives agencies the green light to move staff into a new service category to “quickly remove employees from critical positions who engage in misconduct, perform poorly, or obstruct the democratic process by intentionally subverting Presidential directives.”

While the rule is meant to remove civil service protections for employees in “policy-influencing” roles, the size of that umbrella has been left up to OPM, which is responsible for vetting agencies’ requests for recategorizing employees.

 

IRS Hiring Efforts Likely Stymied in Trump’s Worker Firing Rule - Erin Schilling, Bloomberg ($):

The vagueness of the rule’s scope gives agency heads substantial power over their workforce classifications, former IRS officials said. With reduced job protections, IRS career employees warning against illegal moves could be fired, escalating political power over tax administration.

“With trust in the IRS already at very low levels, this change can only make things worse—making the IRS a ping-pong ball, being whipped back and forth between whichever party is in charge of the Executive Branch,” Nina Olson, former Taxpayer Advocate who’s now executive director of the Center for Taxpayer Rights, said in an email.

The IRS already has faced trouble hiring for the 2026 filing season, onboarding more than 1,000 fewer employees than its goal, according to the Treasury Inspector General for Tax Administration.

 

Tax Season, IRS Processes, and You

IRS Cuts Could Complicate Tax Time. Here’s How to Avoid Snags. - Ashlea Ebeling, Wall Street Journal:

IRS watchdogs are warning of potential trouble this tax season, but there are measures you can take to avoid it.

...

Get an Identity Protection Personal Identification Number. The IRS can issue you an IP PIN, and more than 10 million taxpayers have one. (I’m one of them, and the process took me just a few minutes online.) You’ll need to include your six-digit IP PIN when you file your return.

You get a new number each year. “It’s like adding multifactor protection to your return,” said Tom O’Saben, director of government relations at the National Association for Tax Professionals, a trade group.

You can get one through your IRS Individual Online Account. If you don't have one, you should, and they are not difficult to set up.

 

How To Pay Less And Stay Safe As The Tax Code Changes And The IRS Crumbles - Kelly Phillips Erb, Forbes:

None of this means that delays are inevitable. If you file electronically, double-check your information, include all your documents, and use direct deposit, you’re likely to get your refund in the usual window (the IRS says most error-free, e-filed returns with direct deposit are processed within 21 days). But if your return falls outside the ordinary this year, it will take longer to fix. Expect to wait six weeks or more for returns sent by mail, and longer if your return needs corrections or extra review. The average wait time for processing amended returns is five months or more and the IRS already has an elevated backlog of those from prior years.

My advice to taxpayers? Accuracy matters more than speed, and patience matters more than ever. The system still works best for straightforward, 100% correct returns—and it’s much less forgiving if yours isn’t. (Filing for an automatic extension if you can’t make the April 15th deadline, is a better option than getting your 1040 wrong.)

 

How AI Can, and Can’t, Help With Your Taxes This Year - Laura Saunders, Wall Street Journal ($):

This is no ordinary tax season. More filers than ever before—individuals and pros alike—are using artificial intelligence to help prepare tax returns. 

Does that mean AI can do your taxes for you? Generally, no.

Sure, some people may be trying it—but you’re taking lots of risks if you do. And AI can’t file your taxes with the IRS, at least not yet.

 

Capitol Hill Recap: Budgets, Congress and Tax Filing Season - Alex Parker, Eide Bailly:

In D.C., good news rarely comes alone.

For instance, for the Internal Revenue Service, the good news this week is that the agency, and all of the Department of the Treasury, is funded through September, after Congress enacted a spending bill for most of the government on Tuesday. Following a short technical shutdown over the weekend and Monday—which did not affect the agency's workers or services—they won't need to worry about appropriations for the next half-year.

The bad news? The spending bill also included an $11.7 billion cut in the funding originally provided to the IRS for operations support by the 2022 Inflation Reduction Act. (That's more than the overall annual IRS budget of $11.2 billion, which was also cut 10% by the bill.)

 

Tax Refunds a Mere "Sugar High?"

‘The sugar high will be short lived’: Trump’s big bet on tax refunds might not pay off - Megan Messerly and Sam Sutton, Politico:

The White House believes the average refund could increase by $1,000 thanks to tax cuts in the GOP’s signature legislation, passed last summer. But as tax season kicks off, economists and Republican strategists — and even some of the president’s own allies — warn that the boost American households receive from the refunds may wear off by November.

While Trump and his top advisers have been banking on the refunds as a pocketbook proof point — a moment when voters would finally feel the economy turning in their favor — those skeptics caution that the money could be quickly swallowed up by stubbornly high prices elsewhere.

 

Tariffs Bite into Tax Refunds - Erica York, Supernormal Returns:

While the income tax relief may be welcome, much of it is offset by higher tariffs, which we estimate raised taxes by about $132 billion in 2025. For the middle three income groups, the President’s tariffs erase between 70 percent and 95 percent of the tax cut. Lower-income filers are, on average, worse off under the combined effect of the tariffs and tax cuts in 2025.
Tax Foundation chart of tariffs v refunds 

 

State Tax Conformity and Divergence

The State Conformity Puzzle: Updates, Trends, and Legislative Outlook - Melissa Menter and Colette Sutton, Eide Bailly: "Life would certainly be simpler for everyone if states just conformed, but there’s more at stake than simplicity. Unlike the federal government, states must balance their budgets, so a federal change enacted after a state has passed its budget can create significant budget problems."

The State Income Tax Divergence - Jared Walczak, Tax Policy Blog:

There was a time not too long ago when it was possible to speak of a “typical” state income tax with a top rate of about 6 percent. That is no longer the case. Today, far more states prioritize low, competitive rates, whereas a smaller number have abandoned the middle for much higher rates.

Two decades ago, 21 states had top rates between 5 and 7 percent. Today, there are 12. In 2006, 15 states had rates below 5 percent (including those with no tax on wage income); now it’s 26. In 2006, only one state had a double-digit top rate, whereas six do today—a count that could increase under pending legislation.

 

Blogs and Bits

Place your Super Bowl prop bets, and pay tax on any that pay off - Kay Bell, Don't Mess With Taxes. "They include such game minutiae, such as which team will score first, which player will catch the first touchdown pass, whether a team’s star player will catch or run for a specific number of yards, or what will be the longest field goal kicked."

Tax Court: Taxpayer Made a Bargain Sale, But At an Amount Less Than Deducted - Parker Tax Pro Library. "In so holding, the court rejected the IRS's assertion that the owner was not eligible for a charitable deduction because he did not relinquish dominion and control over the S corporations, submit qualified appraisals, or otherwise make gifts."

'Billionaire' Tax is a Bait-and-Switch To Gouge the Middle Class - Laura Williams, Reason. "From 1914 through 1917, Congress expanded the pool of taxpayers from fewer than 400,000 to 3.5 million and doubled the tax rate on the lowest eligible incomes. The top bracket, who'd been told they would pay only 3 percent, paid an effective rate 5 times that high."

 

2020 Must Have Been a Rough Year For Boston

Former Bostonian of the Year sentenced for fraud - IRS (Defendant name omitted, emphasis added):

Defendant was sentenced by U.S. District Court Judge Angel Kelley to four years’ probation, with six months of home detention and 100 hours of community service. She was also ordered to pay restitution of $106,003 as well as forfeiture in an amount to be decided at a later date. The government recommended a sentence of 18 months in prison.

In September 2025, Defendant pleaded guilty to 18 counts: three counts of wire fraud conspiracy; 10 counts of wire fraud; one count of mail fraud; two counts of filing false tax returns; and two counts of failing to file tax returns. In March 2023, Defendant was charged along with her co-conspirator and late husband Clark Grant in a 27-count superseding indictment. Clark Grant’s charges were dismissed in May 2023 due to his death. Defendant and Clark Grant had previously been charged in an 18-count indictment in March 2022.

In 2020, Defendant was lauded as a Bostonian of the Year and social justice advocate, recognized for being a “voice for the community” and social justice advocate.

What was this voice for the community up to?

Defendant was the founder and CEO of VIB, an anti-violence nonprofit formally established in 2017, the stated purpose of which was to reduce violence, raise social awareness and aid community causes in Greater Boston, among other purposes.

From 2017 through at least 2020, Defendant represented herself as an uncompensated VIB director to donors and other charitable institutions when, in reality, she and her late husband agreed to utilize their control over VIB’s accounts and funds to pay for personal expenditures through cash withdrawals, cashed checks, wire transfers to personal bank accounts and debit purchases. Defendant also applied for, and certified the applications for, grants offered by public and private entities that included materially false representations. For example, Defendant conspired to use VIB to defraud the Boston Resiliency Fund (BRF), a charitable fund established by the City of Boston to provide aid to Boston residents during the COVID-19 pandemic. After receiving approximately $53,977 in pandemic relief funds, Defendant withdrew approximately $30,000 in cash from the VIB bank account, made deposits of $5,200 and $1,000 into her personal checking account, and made payments on her personal auto loan and car insurance policy. Defendant did not disclose any of these personal expenses to BRF and, instead, falsely reported to BRF that all of its grant funds had been appropriately expended.

Needless to say, these aren't things that officers of exempt organizations get to do.

Related: Eide Bailly Exempt Organization Tax Services; Eide Bailly Fraud Prevention and Detection Services.

 

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About the Author(s)

Joe Kristan

Joe B. Kristan, CPA

Partner
After 38 years centered on tax consulting for closely held businesses and their owners, Joe is joining Eide Bailly's National Tax Office. Joe's responsibilities include communication, process improvement and training. He is a principal contributor to the Eide Bailly Tax News and Views blog, providing daily updates on tax reform and other tax news. Joe is a Certified Public Accountant and a member of the AICPA Tax Section and Iowa Society of Public Accountants.

Any opinions expressed or implied are those of the author and not necessarily those of Eide Bailly. Opinions found in linked items are those of the authors of the linked item, not of your bloggers or of Eide Bailly. “$” means link may be behind a paywall. Items here do not constitute tax advice.