Other presidents have tacked against their own parties at times. Franklin D. Roosevelt sought to oust conservative Democrats who bucked him during party primaries in 1938. Ronald Reagan worked with Democrats, who controlled the House, to pass his agenda. Mr. Clinton introduced the term “triangulation” to the political vocabulary as he negotiated budget and welfare deals with Speaker Newt Gingrich.

But none seemed as distant from his own party as Mr. Trump. Breitbart News, the archconservative website run by his former adviser Stephen K. Bannon, delights in attacking establishment Republicans like Mr. Ryan. At a conference in Washington this past week featuring prominent political veterans from both parties, Republicans often expressed harsher assessments of Mr. Trump than Democrats did.

“There’s still a big question about whether he has a political strategy that matches his willingness to bash his own party,” said William J. Antholis, director of the University of Virginia’s Miller Center, which sponsored the conference. “There’s clearly a genius about Donald Trump. The question is whether it translates into political wins. If he continues to do this, would he get the Republican nomination? Would he run as an independent?”