Donald J. Trump plans to throw Bill Clinton’s infidelities in Hillary Clinton’s face on live television during the presidential debates this fall, questioning whether she enabled his behavior and sought to discredit the women involved.
Mr. Trump will try to hold her accountable for security lapses at the American consulate in Benghazi, Libya, and for the death of Ambassador J. Christopher Stevens there.
And he intends to portray Mrs. Clinton as fundamentally corrupt, invoking everything from her cattle futures trades in the late 1970s to the federal investigation into her email practices as secretary of state.
Drawing on psychological warfare tactics that Mr. Trump used to defeat “Lyin’ Ted” Cruz, “Little Marco” Rubio and “Low-Energy” Jeb Bush in the Republican primaries, the Trump campaign is mapping out character attacks on the Clintons to try to increase their negative poll ratings and bait them into making political mistakes, according to interviews with Mr. Trump and his advisers.
Another goal is to win over skeptical Republicans, since nothing unites the party quite like castigating the Clintons. Attacking them could also deflect attention from Mr. Trump’s vulnerabilities, such as his treatment of women, some Trump allies say.
For Mrs. Clinton, the coming battle is something of a paradox. She has decades of experience and qualifications, but it may not be merit that wins her the presidency — it may be how she handles the humiliations inflicted by Mr. Trump.use.
“From Rick Lazio to the House Benghazi committee, there’s a long line of Republicans who set out to personally attack Hillary Clinton but ended up inflicting the damage on themselves,” a Clinton campaign spokesman, Brian Fallon, said in a statement. “We know Donald Trump is the most unconventional of them all, but no matter what he throws at her, she will keep running her own campaign and won’t hesitate to call him out.”
Several Clinton advisers said they were not underestimating Mr. Trump’s ability to do some damage, acknowledging that Mrs. Clinton’s unfavorability ratings were high — though not as high as Mr. Trump’s — and that many Americans had concerns about her honesty and trustworthiness, according to polls.
But these Clinton advisers expressed confidence that Mr. Trump would overreach and engender sympathy for Mrs. Clinton. Two advisers said that the campaign had done polling to test the possible effectiveness of Mr. Trump’s lines of attacks and, while not disclosing details about the data, that they were convinced that he would not seriously hurt her.
Mrs. Clinton, in turn, has begun attacking Mr. Trump over his refusal to release his tax returns, suggesting he has something to hide, and over his temperament and leadership abilities by describing him as a “loose cannon.” And political allies say that, in time, voters will see through Mr. Trump’s criticisms.
“He can’t run on his forward-looking agenda because he doesn’t have one, and he can’t go after her on substantive policy because she knows so much more than he does,” said Thomas R. Nides, Mrs. Clinton’s former deputy secretary of state for management and resources.
Yet Mr. Trump has been steadily underestimated during the presidential campaign. His Republican rivals were certain that voters would tire of his slashing style and his harsh language, and some political strategists were sure his lack of policy details would make him unprepared in the eyes of too many.
“We’ve never had a woman at the top of the ticket, and there will be plenty of people who’ll have a problem with her gender,” said Christina Greer, a political scientist at Fordham University. And Mr. Trump “can say that Bill Clinton was accused of rape and destroyed a girl’s life,” she added, referring to allegations by Juanita Broaddrick of a sexual assault in the 1970s and to the Lewinsky affair.Even one of Mrs. Clinton’s biggest assets to many Democrats — becoming the first female president and returning Mr. Clinton to a White House role — can be exploited as vulnerabilities.
With polls showing that Mr. Trump has unprecedented high negative ratings with voters and is in particular trouble with women, some Republican strategists say he has no choice but to try to drive up Mrs. Clinton’s unfavorability ratings. A recent CNN/ORC poll found that 57 percent of likely Trump supporters said that their votes were more to express opposition to Mrs. Clinton than to support Mr. Trump.
“His best way to rally hostile Republican delegates before the convention is to show he’s a great Clinton attack dog,” said Mike Murphy, a Republican strategist who oversaw a “super PAC” supporting Jeb Bush in this year’s Republican race.
Mark Penn, the chief strategist for Mrs. Clinton’s 2008 presidential campaign, and the Harvard University Center for American Political Studies have conducted polling that indicates that attacks against Mrs. Clinton over her private email server, the deaths in Benghazi and other issues would weaken her in a matchup against Mr. Trump.
“The poll shows he could bring her vote down with sharp attacks, but that does not bring his vote up,” Mr. Penn wrote in an email.
At a campaign rally for Mrs. Clinton on Wednesday in New Jersey, some supporters said they were concerned about the damage Mr. Trump could do. They described him as a street fighter and worried that Mrs. Clinton would not be gutsy and nimble enough to deliver a knockout punch.
“Trump is a real lowbrow brawler,” said Michael Magazzu, an entrepreneur in the energy sector from Vineland, N.J. “That’s not her style. She has to counteract him, and the best way may be to keep her cool.”