Smart Tax Planning

What Trump's tax returns may reveal as Supreme Court weighs access

Key Points
  • The Supreme Court is hearing arguments Tuesday over whether investigators will get a peek at President Donald Trump's income tax returns.
  • By themselves, the first page or two of a tax return -- the Form 1040 -- might not say much. You'd need supporting documents, including a statement of net worth.
  • Look for the schedules attached to a return to spell out the details of income sources and deductions taken.
President Donald Trump talks to journalists as he departs the White House May 05, 2020 in Washington, DC.
Chip Somodevilla | Getty Images

Today the Supreme Court will hear arguments over whether investigators will finally get a look at President Donald Trump's tax returns.

The highest court in the land will hear a series of cases — over the phone, due to the coronavirus pandemic — concerning the president's financial records.

One case focuses on an investigation by Manhattan District Attorney Cyrus Vance Jr. The DA is looking into the Trump Organization and has served a subpoena seeking eight years of tax returns.

The two others relate to subpoenas from House Democrats, who are seeking details on the president's finances from Mazars LLP,  Trump's longtime accounting firm, and from Deutsche Bank, one of his lenders.

By itself, a tax return won't tell you everything about an individual's bottom line. However, if you combine it with other supporting documents, including a statement of net worth, you can gain some insight into a taxpayer's finances.

"Taking a look at a tax return gives you a roadmap of the activities and the transactions any one individual had during the year," said Edward Reitmeyer, regional tax partner-in-charge at Marcum LLP in Philadelphia.

"It's the accumulation of the year's transactions into one document," he said.

The Form 1040 sums up a filer's taxable income. However, the attached schedules are the meat and potatoes: They show the sources of a taxpayer's income and deductions claimed.

Rent, partnerships and more

Witthaya Prasongsin

Whether your real estate empire is racking up losses or you're getting income through a web of pass-through entities, Schedule E will have the details on residential, vacation and commercial property.

Trump himself uses many limited liability companies to manage different aspects of his businesses.

"If someone were to meet with a prospective client — and that client was a well-known international real estate developer — they would expect to see an expansive Schedule E," said Reitmeyer.

Income from pass-through entities and partnerships would also show up on Schedule E. Rent income is on Line 3.

Keep a close eye on depreciation, which you can find on Line 18. Depreciation is a tax deduction you can take each year to recover the cost of your real estate as you use it.

Schedule E also might share the name of a pass-through entity that's providing income to the taxpayer, but it may be difficult to learn the details of who ultimately owns it.

Itemizing deductions

Medical workers wearing masks walk past a 'Thank You' sign outside of Mount Sinai Hospital amid the coronavirus pandemic on May 3, 2020 in New York City.
Alexi Rosenfeld | Getty Images

Deductible medical expenses, state and local taxes paid and other itemized deductions would be explained on Schedule A.

Starting in the 2018 tax year, the deduction for state and local taxes paid was capped at $10,000 for individual filers, so there's a limit to the extent anyone with a personal residence in a high-tax state like New York could write off those property and income taxes. Trump was a lifelong New York resident until officially declaring himself a resident of Florida in October 2019.

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Keep a close eye on the "gifts to charity" portion of Schedule A. Donations that are worth more than $500 must be spelled out on Form 8283, the non-cash charitable contribution form.

Taxpayers must describe the donated property and provide a summary of its appraised fair market value, including art, real estate and cars.

Side gigs, sole proprietorships

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Individuals who run a sole proprietorship from home or who have a side hustle would spell out gains, losses and related business expenses on Schedule C.

You can get an idea of whether an entrepreneur claimed the new qualified business income deduction — a potential 20% tax break that went into effect in 2018.

Line 10 of the 2019 Form 1040 will spell out how much a taxpayer claimed for this. Forms 8995 and 8995-A will have additional details.

This new break allows owners of pass-through entities, including S-corporations, partnerships and sole proprietorships, to deduct up to 20% of their qualified business income.

Business owners in any industry may take the 20% deduction if they have taxable income that's under $160,700 if single or $321,400 if married and filing jointly in 2019.

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The IRS applies limitations over those thresholds.

For starters, taxpayers in a "specified service trade or business," including doctors, lawyers and accountants, can't take the deduction at all if their taxable income exceeds $210,700, if single, or $421,400, if married.

The rules are a little different for business owners who aren't in a "specified service trade or business."

In that case, you get a reduced deduction if your taxable income exceeds the $160,700/$321,400 threshold but is still under the $210,700/$421,400 threshold.

If your business isn't in a specified service trade or business, and your taxable income exceeds the $210,700/$421,400 threshold, then your deduction is generally capped as a percentage of W-2 wages paid to your employees.

Interest, dividends and capital gains

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Schedule B spells out the details of interest from a bank account, as well as ordinary dividends paid.

On this form, you'll see where some of these interest- and dividend-paying investments are held, but you won't get any details on what exactly the taxpayer has invested in.

What if you sold an asset? Schedule D will tell you more about the gains and losses stemming from the sale.

Filers would fill out Form 8949, and make note of their purchase and sales dates, as well as the cost basis, to correctly fill out this schedule. It can act as a window into the taxpayer's trading activity.

Individuals who sold an investment, reaped a capital gain and then put the proceeds into a qualified opportunity zone fund – a tax-advantaged way to invest in up-and-coming neighborhoods – will need to report them on Form 8997.