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Millionaire tax vote opens door to new clash over Chicago wealth

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When Illinois Governor JB Pritzker sought to boost the state income tax on the rich at the height of the pandemic, Ken Griffin used his fortune to torpedo the initiative. 

The billionaire financier still quit the state for Florida two years later. Now, a handful of Illinois politicians are once again eyeing a new tax on the highest earners — a move that risks alienating the state’s wealthiest residents, including in cash-strapped Chicago. 

Next week, Illinois voters will weigh in on a proposed extra levy of 3% on annual incomes of more than $1 million, with the proceeds going to ease property taxes. The ballot measure is nonbinding, but approval would potentially open the door to a new debate after the failure of Pritzker’s 2020 plan, which called for raising state income tax rates on higher earners. 

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Illinois Governor J.B. Pritzker

Joshua Lott/Photographer: Joshua Lott/Getty

“This time around we don’t have Ken Griffin to protect us anymore,” said Dan Rahill, a wealth strategist at Chicago-based Wintrust Wealth Management, predicting that higher taxes would prompt more Illinois residents to consider establishing residency in nearby Wisconsin or Indiana. Or Florida. 

The latest tax vote will unfold amid a tumultuous budget season in Chicago, where Mayor Brandon Johnson is feuding with the city council and the public-school system over yawning fiscal shortfalls. Johnson proposed a $300 million property-tax hike this week, breaking a campaign promise, saying the increase was needed to close the city’s budget deficit of almost $1 billion.

At the same time, local leaders have increasingly been looking to the city’s wealthy to plug budget gaps, even as both Chicago and Illinois contend with persistent population declines and corporate departures. 

Backers of this year’s proposal say taxing millionaires would bring relief to everyday homeowners struggling to pay Illinois’s notorious property levies. Based on property taxes paid as a percentage of home values, the burden on people in Illinois is the highest in the country except New Jersey, according to the nonpartisan Tax Foundation. The ballot measure would raise about $4.5 billion, according to a preliminary estimate by the Illinois Department of Revenue. 

“This referendum is the first time where people have a specific chance to lay out a plan that can give relief to broad numbers of everyday folks,” said Pat Quinn, a former Illinois governor who’s spearheading the proposal. 

The measure has backing from two of Quinn’s fellow Illinois Democrats, Rep. Danny Davis and Chuy Garcia. Pritzker, also a Democrat, said he believed in a graduated income tax system as the ideal method to lower property taxes in Illinois but said the referendum could be popular with voters.

“We all believe in lowering property taxes in the state of Illinois,” Pritzker said at a press conference in September. “So I can see that it might be one that is popular among people, but as far as I’m concerned, a graduated income tax is the way to go.”

Two other Chicago billionaires, Pat Ryan and Sam Zell, contributed to the 2020 fight against Pritzker’s approach, but Griffin made the largest donations by far. He spent about $50 million on the effort before ditching Chicago two years later and moving to Miami. 

Griffin’s Citadel empire was one in a string of companies leaving the Chicago area including Caterpillar Inc. and Boeing Co. amid rising concerns over public safety, regulation and taxes.

The data is mixed on whether high-tax environments really push wealthy people to move to other states, said Chris Berry, a property-tax expert at the University of Chicago. But a more straightforward approach to easing the burden of property taxes would be to rein in local government spending that’s “out of control,” he said. 

“Only in Illinois will you find politicians who think the way to cure runaway taxes is by creating yet another new tax,” Berry said.

Population decline

The state population fell by more than 87,000 in 2022, which translates to a loss of $9.8 billion in adjusted gross income, according to the Internal Revenue Service. Adding that to declines from the four years before that, the five-year outflow totaled $41.7 billion.

Since the tax measure on the November ballot is nonbinding, it may never have any practical effect. But few issues galvanize Illinois residents, and especially Chicagoans, more than property taxes. And the pressure on local-government revenue is likely to rise.

After the city’s south suburbs saw a substantial jump in property taxes this summer, Cook County Assessor Fritz Kaegi proposed “circuit-breaker” legislation, suggesting that the state find a funding source to provide some sort of relief for low-income homeowners who get a sharp increase in property taxes. 

Quinn, the former governor, said the ballot measure he supports could work in concert with Kaegi’s circuit breaker proposal — and both could be funded by the millionaire tax. 

“If you want to emphasize homeownership as a positive thing for our society and our economy, then you don’t want to have a property tax burden that is excessive,” Quinn said. “We need to do something about it, rather than just complain about it.” 

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Accounting

Big tax changes promised in Trump administration

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President-elect Donald Trump offered up a long list of promises during his campaign, and next year will bring a major test with the upcoming expiration of many of the provisions from his first administration’s Tax Cuts and Jobs Act of 2017.

“No one has a crystal ball on what’s going to happen here, but certainly it’s a little bit clearer based on a Trump victory than it would have been based on a Harris victory,” said Brian Newman, a tax partner at Top 25 Firm CohnReznick in Hartford, Connecticut. “Obviously the big point is going to be either to extend or to make permanent TCJA provisions.”

Trump has also called for lowering the corporate tax rate, which was supposed to be made permanent with the TCJA. He has proposed to lower it to 20%, or 15% for companies that manufacture their products in the U.S. 

“Going from 21% down to 20% may be a much easier sell than layering on something that would get the corporate rate down to 15%,” said Newman.

Trump has also called for bringing back 100% bonus depreciation. “Right now the bonus rate is at 40% and scheduled to go down to 20% next year,” Newman continued. “There’s been a push to get that back up to 100%. If that occurs, we’ll be talking to our clients for year-end tax planning about deciding on whether to delay placing an asset in service a month or two if, in fact, we think that we’re going to go back to 100% bonus, versus buying something this year and placing it in service this year. There are always transition rules. That’s something that we have to be cautious about. That’s something that is going to be closely watched, because it could have a significant impact on clients.”

On the other hand, parts of the TCJA could be jettisoned. Trump has also called for eliminating the act’s $10,000 limit on state and local tax deductions, also known as the “SALT cap,” for individuals, or raising it. 

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Former President Donald Trump speaks during a campaign rally in Mason City, Iowa.

KC McGinnis/Bloomberg

“It’s an easy discussion to tell clients, if you have property taxes to pay, you’re probably better off paying the property taxes January 1 versus December 31 in the hopes that something does get passed,” said Newman. “You might get a benefit for it, versus now in 2024 you know you’re not going to get a benefit.”

The treatment of R&D expenses involves another provision of the TCJA that could be eliminated. “The last couple of years, taxpayers have had to capitalize their R&D costs and then amortize them over a five-year period,” said Newman. “That’s had a significant impact on compliance and the bottom line of taxable income. Trump has said that he would like to get those expenses currently deductible again, which would be helpful for businesses that have R&D expenses. 

The Section 163(j) limitation on business interest could be another area where TCJA provision would be eliminated. “Currently, your adjusted taxable income does not include adding back depreciation and amortization like it did in the first few years of the TCJA. President-elect Trump has said that he would be in favor of going back to an EBITDA calculation so that you can add back your depreciation and amortization, which would make the limitation less painful for clients. That’s another area that I think you’re going to see some tax law changes.”

Some of these business tax changes were passed by the House earlier this year as part of the Wyden-Smith Tax Relief for American Workers and Families Act of 2024 but never got through the Senate because of disagreement over other provisions, such as expansion of the Child Tax Credit.

Trump has also called for not taxing income from tips, Social Security and overtime, as well as eliminating taxes on firefighters, police officers and members of the military.

However, that could encourage people to reclassify their income as the tax-exempt kind. 

“It will always be interesting to see exactly how those things work and how they’re calculated, because everyone’s always looking to maximize what income is not subject to tax or may have lower tax rates,” said Newman. “But you have to make sure that you know, things are properly defined, and that ultimately, you know, we have a clear guidance on what the calculation should be.”

Trump has also called for eliminating the stock buyback excise tax for public companies that buy back their own shares of over $1 million in a taxable year. “Right now, there’s a 1% tax on that,” said Newman. “The Biden administration has proposed increasing that to 4%, but President-elect Trump has said that he would be in favor of eliminating that tax.”

He believes the qualified business income deduction under the TCJA will also be closely watched, “People would be looking for that to either get extended or made permanent,” said Newman. “That’s a 20% deduction on certain flow-through income, which has been very beneficial to people who it applies to. Unfortunately, it does not apply, for the most part, to accountants and other professional services organizations.”

Trump has also called for doubling the standard deduction as it was in the TCJA. That could cause even fewer people to itemize their deductions. “There’s a good amount of people who don’t itemize because the SALT cap is limited to $10,000 and then if you don’t have large home mortgage interest or other itemized deductions, you’re not getting over the standard deduction threshold as it currently stands,” said Newman. “If you double the standard deduction, there will be less and less itemizers, and those types of deductions don’t become as valuable.”

That may prompt donors to reduce their charitable contributions if they can’t itemize the deduction.

Trump has also called for other tax breaks, such as tax credits for family caregivers taking care of parents or loved ones, and allowing those who buy an automobile made in the U.S. to write off the interest on their car loans.

All those tax breaks may prove difficult for states that rely on income taxes from their residents and can’t afford to let their deficits run wild. “Year after year, the state tax liabilities on transactions and income are becoming more and more a larger component of the total tax burden of both companies and individuals,” said Newman. “One of the things that states like to do is decouple from federal provisions. We always want to keep in mind, even if you get new provisions at the federal level, if they’re not already decoupled, you may get decoupled on provisions for the state. For instance, if President-elect Trump is successful in exempting, say, overtime pay, you may get a lot of states decouple from that, and the states will still tax that.”

Trump’s tax policy will also depend on what Congress does and how much control Republicans will be able to exercise, especially in the House.

“Tax was not the focal point of the campaign, and when it did emerge as an issue, former (and future) President Trump presented tax policy ideas largely in broad strokes, though he also had no small number of new ideas for voters to consider,” said Jonathan Traub, managing principal and tax policy group leader at Deloitte Tax LLP, in a statement. “Of course, tax legislation generally originates in Congress, not the White House, so any new tax laws enacted will bear the imprint of the legislative branch with its many competing interests and priorities. And, just as importantly, the ability of the Republicans to use budget reconciliation to fast-track major tax and spending bills to the White House depends on the outcome of a handful of uncalled House races around the country.” 

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From the campaign trail to the Tax Code: Taxes under Trump

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With the election only just completed, tax preparers aren’t yet sure how much it will change the tax landscape, but they do know there’s a different set of leadership in place with a different approach to tax, the tax burden and tax administration.

“It will be curious to see how much the balance shifts,” observed Kelly Myers, an advisor with Myers Consulting Group LLC, and formerly a career IRS officer with 30-plus years of experience. “The Republicans won’t have a super-majority, so there will still be a give and take in their congressional negotiations. If you have some Republicans who break stride with a proposal, they won’t be able to force their way through. Republican legislators are less likely to operate in lock-step, as the Democrats do.”

“People will be watching as they move forward on the Tax Cuts and Jobs Act; the biggest thing is the SALT limitation with its $10,000 cap,” he continued. “There have been discussions on it, particularly as it creates a marriage penalty — a married couple filing jointly has the same $10,000 cap as a single filer. So there should be some palate for action, creating a $20,000 cap for a married couple.”

Donald Trump, left, and Melania Trump on Nov. 6.
Donald Trump, left, and Melania Trump on Nov. 6.

Eva Marie Uzcategui/Bloomberg

Also, there is wide support for a renewed R&D credit to operate on a dollar-for-dollar basis, instead of a five-year amortization procedure, according to Myers. There may be a stronger appetite to modify this with a Republican House in January. The bonus depreciation that was passed to act as a stimulant may not fare so smoothly, since, with inflation a continuing issue, it may not be desirable to stimulate the economy. 

Another TCJA issue is the qualified business income deduction, Myers remarked. “It will be hard to touch that since it was put in the legislation to create equality with the corporate tax rate,” he said. “If they had a super-majority, they could ram through their dream provisions, but it’s probably a good thing they don’t — one party can’t ram something through in one direction or the other. We’ll know more about the party priorities once the cabinet gets settled.”

Theory versus practice

“Trump said a lot of things during the campaign that may be difficult to implement,” according  to Bill Nemeth, president and education chair of the Georgia Association of Enrolled Agents. “Many things he will not have direct control over. He has said that any of the $80 billion in funds for the IRS that hasn’t been spent will be seized. He would also do that with the CHIPS Act, where they’re building a chips factory in Upstate New York. It’s questionable how much of this he can accomplish. At this point it’s all speculation. The net is that he made a lot of promises during the campaign that he may not be able to bring to pass.”

“As one who prepares a lot of individual returns, the suggestion by Trump of repealing the tax on Social Security would make things easier for a lot of people and make it easier to do returns for retirees, but it’s not clear how it would work in practice,” said Stephen Mankowski, tax chair at the National Conference of CPA Practitioners. “And making overtime pay nontaxable would likewise add to the complexity. Payroll systems would become very complicated. Companies that have hourly workers would be more apt to get workers willing to work overtime when they know they wouldn’t be taxed on the additional pay.”

One of the complications of the “no tax on tips” proposal, he added, is the situation where tips are below the minimum wage, with the employer obligated to make up the difference where a worker has a slow night and brings in little in tips. 

“Our hourly rate is $7.65,” he said. “It hasn’t moved in years. If a server or bartender gets paid $3.00 per hour, the business makes up the difference at the end of the shift. That would be difficult where they are only taxed up to $7.65. And issues would arise as to how it would affect the Social Security base, and how much income could be labeled tip income. Hopefully with the new Congress they will do what they can to  insure the IRS has proper funding. They’re looking at modernizing the IRS and they need sufficient funding to do that — additional funding to the IRS can pay for itself many times over.”

One casualty of the Republican victory is likely any immediate attempt to tax unrealized gain, according to Gil Baumgarten, chief executive of Segment Wealth Management in Houston. 

“You can only have an income tax on something that is income. Unrealized gain is not income,” he said. “Overall, the election was good for business — that’s the reason the market went up more than 1,500 points the day after the election. I can’t think of a better approach to government. Elon Musk is right — sooner or later we’ll run out of money. There is so much government waste. I would love to see 90% of government workers laid off. There’s nothing that government can do that the private sector cannot do better. Trump understands this.”

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Tax Fraud Blotter: Just business

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The first two pages; a Rainy day; in all modesty; and other highlights of recent tax cases.

Freeport, Texas: Tax preparer Krystal Wright has been sentenced to two years in prison to be followed by a year of supervised release for aiding and assisting in the preparation and filing of false income tax returns.

Wright, who pleaded guilty earlier this year, was the sole owner and only tax preparer at the tax prep firm WW2F. Most of her clients did not have a business nor did they discuss any business income or expenses with her. From 2017 through 2020, she prepared and filed some 83 federal income tax returns that contained false and fraudulent items, including qualified solar electric property costs, gifts by cash or check, business expenses, wages, salaries, tips and supplies. After Wright completed a return, she did not review the completed documents with clients and only provided them with the refund amount and first two pages of the return.

The filings resulted in a total tax harm of $525,404. Wright was also ordered to pay that amount in restitution.

Terrell, Texas: Tax preparer Toronto Henderson, 49, has pleaded guilty to conspiracy to aid, assist, counsel or advise in tax fraud and has been sentenced to two years in prison.  

Henderson owned two tax prep businesses and recruited tax preparers to prepare and file income tax returns for clients. Henderson or others at his instruction personally trained the preparers and instructed them to create, among other things, fraudulent Schedule Cs; preparers used taxpayer information unrelated to the operation of any business or created fictitious and false information with respect to operation of a business to allow the claiming of undeserved losses.

The tax loss totaled $373,230, which Henderson was also ordered to pay in restitution.

Columbus, Ohio: Tax preparer Ali Kasimu Alston, 48, has pleaded guilty to aiding in the preparation of false and fraudulent returns.

From at least 2015 through at least 2022, Alston owned and operated the prep business in Columbus Overtime Ventures LLC, d.b.a. Raining Cash Tax Service. He admitted to systematically falsifying client tax returns to maximize federal refunds, filing Schedule Cs with fake businesses to maximize tax credits. He also tried to bribe one of his former employees with $4,000 to provide false information to law enforcement that was investigating the tax prep business.

Aiding in the preparation of a false and fraudulent return carries up to three years in prison. Alston will also pay more than $1.2 million in restitution to the IRS.

Beaumont, Texas: Tax preparer Michelle Denise Johnston, 42, has been sentenced to 15 months in prison and ordered to pay $196,177 in restitution for federal tax violations.

Johnston worked at Allen and Johnston Tax Service, which she formed with Yolanda Allen Morris in 2011; each had worked as Jackson Hewitt office managers at Wal-Mart locations and had decided to open their own tax prep business. The company existed until Allen and Johnston split in February 2021.

Johnston requested refunds on clients’ federal returns that were not based on the clients’ actual income, expenses, deductions and qualifying credits. She inflated refunds based on fabricated income, expenses, deductions and credits reported by Johnston without clients’ knowledge.

The IRS deposited the refunds with a third-party vendor; Johnston then caused the third party to pay the clients a modest tax refund that she’d originally made known to them. Before the vendor paid, however, Johnston deducted what was essentially a second tax prep fee from the refunds, the amount generally being the difference between the filed, larger refund and the modest refund made known to the client.

Johnston also signed an income tax return and falsely stated the amount of gross receipts and fraudulently stated taxpayers’ total expenses on returns, knowing the information was false.

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Fairmont, West Virginia: Tax preparer Jack Lee Oliver, 56, of Rivesville, West Virginia, has been convicted on 26 counts of filing false returns.

Oliver owns an insurance sales and tax prep business known as Insurance Depot. He prepared returns for clients claiming business losses for non-existent businesses without the clients’ knowledge and prepared returns for clients who did have businesses, falsely inflating expenses to cause a business loss, again without the knowledge of the clients.

On his own returns, Oliver claimed the foster son of one of his clients, resulting in thousands in undeserved refundable credits.

The expected federal tax loss exceeds $500,000. Oliver faces up to three years in prison for each count. 

Lenexa, Kansas: Tax preparer Hophine Bwosinde has pleaded guilty to preparing and filing false income tax returns for clients.

Bwosinde operated the tax prep business Ambroseli Professional Services and from 2018 through 2022 prepared and filed false returns by either inflating legitimate business expenses or claiming losses related to fake businesses. He also falsely reported negative income on clients’ returns, generating undeserved refunds.

Bwosinde caused a total tax loss of more than $1.5 million.

Sentencing is Feb. 18. Bwosinde faces a maximum of three years in prison as well as a period of supervised release, restitution and monetary penalties. 

Miami: A federal court has issued an order holding Gerald Vito, James Eleby and Kwame Thomas in contempt for violating a permanent injunction that prohibited Vito and Eleby from preparing, filing or assisting in the preparation or filing of federal returns for others.

According to the complaint filed against them in March 2021, the pair prepared returns that significantly understated clients’ tax liabilities by claiming deductions for fabricated or inflated charitable deductions, medical expenses and employee business expenses. The complaint further alleged that the defendants significantly understated clients’ tax liabilities by reporting false or inflated business losses. In December 2021, the court issued a permanent injunction barring Vito and Eleby from preparing returns for others.

Following a hearing in September, the court found that the two violated the injunction by continuing to prepare returns for others. The court further found that Thomas, who was not a defendant in the original complaint, worked with Eleby to prepare returns in violation of the injunction.

The court held Vito, Eleby and Thomas in civil contempt and ordered that they disgorge, in the aggregate, $988,789.56 in fees they earned while violating the injunction. Vito and Eleby were further ordered to disclose to the government the names of all taxpayers for whom they prepared returns after Dec. 27, 2021, notify those taxpayers of the injunction, vacate the premises at which they prepare returns and file an affidavit of compliance with these terms.

San Antonio: Resident Rachel Olivia Markum has been sentenced to 15 months in prison for tax evasion.

Markum and her husband, Robert Franklin Markum Jr., prepared and signed a false joint 1040 for 2016 attesting that the couple’s sole income was gross receipts or sales from the business Camping and Fishing Outlet as $3,530,473. She was aware that the true gross receipts exceeded $4 million.

Rachel Markum pleaded guilty on May 28 to one count of tax evasion and aiding and abetting. Robert Markum pleaded guilty on April 1 to one count of tax evasion, and on Aug. 28 was sentenced to 27 months in prison. The couple was also ordered to pay $359,108 in restitution.

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