Trump Announces Reopening Roadmap President Trump at the rollout of the reopening plan. (Photo: Chris Kleponis/Polaris/Bloomberg)

Just days after issuing executive orders to defer payroll taxes, suspend student loan payments and assist renters and homeowners, President Donald Trump said Monday that he was “looking very seriously” at a capital gains tax cut, as well as further income tax cuts for middle-income families.

“We’re looking at also considering a capital gains tax cut, which would create a lot more jobs,” Trump said during a Monday press briefing, telling reporters to expect more details in the “upcoming few weeks.”

Trump did not say how he planned to reduce capital gains taxes. The president cannot change the tax rate itself without an act of Congress. But he could order the Treasury to index capital gains rates to inflation, a move the White House floated last summer.

At the time, 21 Republican senators sent a letter to the Treasury supporting the idea, while Democrats argued that making the change would be illegal and would overwhelmingly benefit wealthy taxpayers.

Such an order would likely be challenged in court.

Even if Trump has the authority to make such a change, implementing it would be “exceedingly complex” for investors, according to Andy Friedman, founder and principal of The Washington Update, a former tax lawyer.

“Taxpayers will have to figure out how to recompute their basis in every asset every year until they sell,” Friedman said in an email. “Undertaking that computation will be even more arduous for non-market assets (real estate, partnership interests, etc).”

The orders issued by Trump on Saturday defer payroll taxes for employees earning $100,000 or less annually, suspend student loan payments through the end of 2020, and instruct his Cabinet to find ways to assist renters and homeowners with lease and mortgage payments.

White House counselor Kellyanne Conway said during a Tuesday morning press briefing that Trump issued the orders because of the lack of a deal on a new stimulus plan. “We never left the negotiation table; we’re always there,” she said.

Meanwhile, the deadline to apply for a Paycheck Protection Program loan was Saturday. The original deadline was June 30.

PPP loans cannot resume until another stimulus deal is struck.

Senate Majority Leader Mitch McConnell, R-Ky., said Monday that “…This is where we are. The previous UI [unemployment insurance] benefits expired. The PPP closed its doors.”

Over the weekend, McConnell added, “President Trump took steps to soften the blow of the Democrats’ hostage tactics on American families who need help most.”

Treasury Secretary Steven Mnuchin said in mid-July that any new stimulus bill should include extending the PPP, and that new loans should go to businesses facing “significant revenue declines.”

As to the payroll tax deferral, Jeff Paravano, chair of BakerHostetler’s Tax Practice Group, said in a Monday legal alert that while the presidential action does not go into effect until Sept. 1, “it may prove problematic in the long haul because if the deferred taxes are not ultimately forgiven through legislation or otherwise, employees will be subject to fairly large withholdings at a later date to make up for the deferral.”

Also, employers “will need to recoup those taxes — even from employees that might not continue to be on payroll,” Paravano said.

As to legal challenges to Trump’s orders, Paravano said in a separate email to ThinkAdvisor Tuesday that such challenges would be “perilous given their general and instructive nature. Most attorneys believe that the orders themselves will survive any legal challenge. If an agency implementing the orders takes steps within Congress’ prerogative, a challenge could be appropriate at that time.”

He added: “To the extent benefits are being provided to those in need pursuant to the orders, challenges may be frowned upon if they put government assistance at risk.”

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