Ahead of his 100th day in office later this month, Trump has struggled to build a governing coalition that matches the nontraditional alliance that put him in the Oval Office. And he has turned to making enemies out of former supporters among Republicans in Congress, even as Democrats keep him at arm’s length.

“He seems both politically and personally isolated these days,” said David Gergen, a former adviser to Democratic and Republican presidents dating back to Richard Nixon. “He’s flailing because he doesn’t know where to find his natural allies.”

The result has been a presidency lacking in significant victories, beset by major stumbles — including the downfall of the Republicans’ health-care bill and his travel ban on six Muslim-majority countries — and that is increasingly the target of litigation as a result of executive actions, especially related to the environment.

There are more potential roadblocks ahead. Already, congressional Republicans have balked at his proposed budget, and the White House’s insistence on increased spending for the military and wall along the U.S.-Mexico border could imperil a spending bill needed to keep the government running past the end of April.