Here's what tax pros are looking for in Donald Trump's returns

Forensic analyst says Trump tax returns raises questions but he sees no major red flags

Donald Trump's tax returns, long the subject of speculation as well as a three-year legal fight, are now in the public eye for anyone to review. After last week releasing a summary of the IRS' efforts to audit the former president, along with some details of his income in recent years, the House Ways and Means Committee early Friday released redacted versions of six years' worth of his returns

Whether Americans learn much from the reams of information released today is another matter. As with many ultra-wealthy individuals, Trump's finances are dauntingly complex — indeed, the IRS itself has previously remarked on the difficulty of examining every entity from which he has drawn income over the years.

Here are some of the areas tax professionals said they're focusing on.

What do the returns actually show about his finances?

That could be hard to assess given Trump's sprawling business empire. The former president is financially linked to more than 400 separate entities, including trusts, limited liability corporations and partnerships, according to House researchers.

Of these, however, just seven were examined in the Ways and Means Committee's report earlier this month. Although the returns being disclosed Friday will likely name these entities and list an income or loss for each one, additional details will likely be limited, experts said.

"We're not going to know what those [entities] are doing," Bruce Dubinsky, a forensic accountant and founder of Dubinsky Consulting. "You're just going see a line and an amount — could be income, could be a loss — for that year. We would then need those LLC or S corporation returns to see, OK, what's going on?"

Trump's tax returns released after years-long battle

Such a large number of entities makes it more likely that some sources of Trump's income, losses or wealth could be left out, offering a misleading picture of his tax status. The IRS has highlighted the complexity of performing a comprehensive examination of Trump's income and tax liability. 

"With over 400 flow-thru returns reported on the Form 1040, it is not possible to obtain the resources available to examine all potential issues," states an IRS memo cited in the Ways and Means report.

Like all the tax pros interviewed for this story, Dubinsky noted he has no specific insight into Trump's returns and made his assessment based strictly on his knowledge of the tax code and published excerpts of Trump's finances.

But a preliminary review of Trump's 2020 tax return released by the House panel on Friday shows the kind of ordinary income gains and losses that any major real estate developer might report, Dubinsky said. Those include large losses from over 100 business entities as well as credits for taxes he paid on his ventures around the world, including golf courses in Scotland and Ireland.

"He's got a lot of different real estate entities," Dubinsky told CBS News after reviewing the documents. "Some were generating millions of dollars of income. Some had depreciation, creating losses. He's got quite a bit of interest income and dividend income. If you do a back-of-the-napkin calculation, I think in 2020 that's probably equivalent to about $500 million of just net worth in liquid assets."

By contrast, the releases show that in 2015 alone Trump paid $573,000 simply to have his individual 1040 form prepared, underlining the enormous tax-prep costs for such complex returns.

How much did money Trump make from being famous?

The report from the Joint Committee on Taxation said Trump paid no federal income tax in 2020, the final year of his presidency. The former president paid a net of only $750 in income taxes in 2017. He paid $1.1 million in net federal income taxes combined in 2018 and 2019. 

Although Trump early in his career made money chiefly from his family's real-estate empire, in time he capitalized on his celebrity to generate income, making hundreds of millions from the bestselling "Art of the Deal" and other books, as well as the NBC television hit "The Apprentice."

House Ways and Means Committee votes to release portion of Trump's tax returns

"I'm going to look at the schedule Cs, I want to see if there is anything from publishing, book deals, that sort of stuff," Dubinsky said. "Was he getting royalties on 'The Apprentice?' If so, there might be royalties that come in and are reported on the return."

According to the New York Times, "The Apprentice" alone earned Trump $200 million between 2005 and 2018. If he kept earning royalties while in office, he wouldn't be the first. Former President Barack Obama also benefited from publishing, although on a much smaller scale. While he was in office, Obama earned twice as much from book royalties as from his presidential salary, Forbes has calculated.

Dubinsky noted that "it's hard to tell just looking at a tax return how successful somebody is — there might be three ventures that are very successful, there might be a venture that's not so successful."

He added, "But I think on par, when you look at everything in the tax return in total, I think it does paint a picture of a very complicated business venture system that Donald Trump was running."

In a statement sent by the Trump campaign after the tax returns were disclosed, the former president said his returns show "how proudly successful I have been." 

"The Democrats should have never done it, the Supreme Court should have never approved it, and it's going to lead to horrible things for so many people," Trump said.

How charitable is Trump?

The charitable activities of the businessman-turned-president are sure to garner considerable interest, said E. Martin Davidoff, founder and managing partner of Davidoff Tax Law.

"I might look at his personal returns just out of curiosity — I've never seen the tax returns of a billionaire," Davidoff said. "What does he deduct? How much is he giving to charity? That would be an interesting thing because that could be a very big deduction."

Davidoff expects to see some limited information on the types of charitable contributions.

"You'll know whether it's cash or property because there are two separate forms for doing that and two separate line items for schedule E," he said. "If he gave away appreciated stock, if he gave away real estate, that'll be listed out — that's required in the detail."

In the final year of his presidency, Trump reported making no charitable donations, the tax returns show. That contrasted with the prior two years, when he reported making about $500,000 worth of donations. It's unclear whether any of the figures include his pledge to donate his $400,000 presidential salary back to the U.S. government. He reported donating $1.1 million in 2016 and $1.8 million in 2017.

As for exactly where Trump directed his charitable contributions, that may not be clear, either, tax experts said. Although many people do list recipients of charity on their returns, it's not required. Meanwhile, many ultra-rich individuals form a charitable trust or a private foundation to keep the details of their giving under wraps. 

Another question likely to remain un-answered for now is whether Trump accurately claimed the value of all his donations, tax pros said. One issue the Ways and Means committee brought is up whether a type of deduction known as a conservation easement that Trump reported as being worth $21 million was truly worth that much.

"The IRS allows that deduction, but the IRS may be questioning the value of it. And we won't know the outcome until the audits are done," Dubinsky said.

How lucrative is it to be a real estate developer?

Previously published excerpts of Trump's returns have focused on years in which he reported large financial losses. In the 1980s and 90s, the Times concluded, Trump "appears to have lost more money than nearly any other individual American taxpayer."

Trump's longtime accountant also recently testified at the Trump Organization's recent criminal trial that the real estate developer reported losses on his tax returns every year for a decade, including nearly $700 million in 2009 and $200 million in 2010.

Many have questioned the fairness of a self-proclaimed billionaire being allowed to avoid income-tax liability, with one columnist calling it a "national disgrace." But tax pros underline that this reflects questions about the tax code, which offers a range of ways for wealthy Americans, including real estate moguls, to legally shelter their income.

"The obvious question is, how does a guy pay such a small amount in tax when he's so wealthy? By design, real estate shelters income," Davidoff said.

"If I have real estate and there's positive cash flow, the depreciation on that real estate shelters some of that income," he added. "The obvious question people will have is, why is the amount he is paying so low? That's the tax laws."

For example, depreciation is an artificial calculation designed to account for the fact that assets like buildings lose value over time. Dubinsky illustrated it with an example of a developer who builds a project worth $50 million, and — as is common — puts up $1 million of his own money for the project, while borrowing the rest.

"When you have a professional tax preparer, as President Trump had, you can take advantage of those tax code sections and the loopholes, if you call them loopholes — they're legal," Dubinsky said. "And there's evidence in his return he took a lot of appreciation deductions on his real estate ventures and continued to generate those deductions, and that offsets other income. And that's totally legal to do."

These tax breaks — deliberately designed to incentivize real estate projects — might seem alien to most people whose main source of income is their job.

"The average person doesn't do that," Dubinsky said. "They're getting a W-2 for $85,000. And they're like, 'Well, I'm paying tax on $85,000. Why isn't this guy that's making billions, or supposedly worth billions, paying his fair share?' I mean, I hate to come back to it. But unfortunately that's the way the tax code was crafted."

—The Associated Press contributed to this story

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