Mr. Trump has used his power to issue pardons or commutations to a variety of political allies, supporters or people with connections to his own circle, like the former New York police commissioner Bernard B. Kerik, the financier Michael R. Milken and former Governor Rod R. Blagojevich of Illinois. But Mr. Stone is the first figure directly connected to the president’s campaign to benefit from his clemency power. While Mr. Trump has publicly dangled pardons for associates targeted by investigators, that was a line he had been wary of crossing until now amid warnings from adviser concerned about the possible political damage.
Mr. Stone made no secret of his desire for clemency from the president. While it was not immediately clear when the two last spoke, Mr. Stone has given several interviews in which he said he was “praying” for a reprieve from Mr. Trump. He cited health concerns, including asthma, and a fear of the coronavirus.
“I think I’ll be the last person to know” if there is an action from the president, Mr. Stone told Fox News earlier this week. “He hates leaks, and he hates to be told what to do. I have instructed my lawyers not to contact the lawyers at the White House.”
Mr. Stone added: “The president, who I’ve known for 40 years, has an incredible sense of fairness. He is aware that the people trying to destroy Michael Flynn, now trying to destroy me, are the people trying to destroy him.”
Mr. Stone has been one of the most colorful figures in American politics for decades, cheerfully engaging in tactics that others would disavow. He made political contributions to a Republican challenger to President Richard M. Nixon in 1972 under the name of the Young Socialist Alliance and hired an operative to try to infiltrate the campaign of George McGovern, the Democratic candidate.
He was accused of leaving a threatening, profanity-laced voice mail message for the father of Gov. Eliot Spitzer of New York, resulting in his resignation. But he later got his revenge on Mr. Spitzer by claiming credit for spreading the rumor that the governor wore black dress socks during sexual escapades with prostitutes.
An unapologetic admirer of Mr. Nixon who even had the disgraced president’s face tattooed on his back, Mr. Stone also worked for other major Republican candidates including former Gov. Tom Kean of New Jersey and Senator Bob Dole, the party’s 1996 nominee for president.