Why Trump’s White House executive order blitz stalled out

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After President Donald Trump was inaugurated in January 2025, he signed a series of executive orders designed to reshape America’s political landscape. The waves of action from the White House deluged the press, put elected Democrats off balance and left liberal groups scrambling to respond. “When you’re winning, it’s like blitzkrieg,” longtime Trump adviser Steve Bannon crowed to The Washington Post early last year. The president’s opponents, Bannon said, were “surrendering without a fight.”

By blowing up so many norms and taking on so many battles at once, the Trump administration created the very shrapnel that has slowed its efforts.

A year and a half later, what seemed like a relentless flood from the White House has weakened to a trickle. New reporting from The New York Times’ Maggie Haberman and Jonathan Swan shows that fears of overreach expressed inside the administration proved prescient; the multifront assault has proved vulnerable to counterattack — and in many ways it has been abandoned by the commander in chief. By blowing up so many norms and taking on so many battles at once, the Trump administration created the very shrapnel that has slowed its efforts. The “blitzkrieg” has stalled out.

According to Haberman and Swan, at least one senior staffer worried about a White House strategy reminiscent of Silicon Valley’s “move fast and break things” ethos. Will Scharf, the White House staff secretary and an archconservative lawyer, reportedly had misgivings about efforts within the administration to flex its muscles to further its anti-immigration agenda. Last spring, White House deputy chief of staff Stephen Miller publicly suggested that Trump could suspend habeas corpus for migrants seeking hearings challenging their detention. Later, as protests raged against Immigration and Customs Enforcement’s heavy-handed raids, internal debate bubbled up again over whether to invoke the Insurrection Act to shut down the demonstrations.

In each of these moments, Scharf drafted memos to White House chief of staff Susie Wiles explaining the ways that these aggressive moves might well backfire. (MS NOW has not independently confirmed Haberman and Swan’s reporting but has reviewed the memos that the Times published.) The memos themselves resemble anodyne briefing memos that any lawyer could produce for decision-makers. But the carefully worded drafts are a major departure from the bombastic phrasing in legal filings that we’ve come to expect from this administration.  


Scharf’s memos express concerns about, as the Times put it, “actions that promised Mr. Trump quick results but kept producing costly entanglements in court.” In a memo written last October, after the president threatened to invoke the Insurrection Act to deploy the National Guard to Illinois, Scharf’s warning was remarkably direct. He wrote that while the act provides broad powers to the president, “it is likely that any invocation of the Act would result in vigorous litigation potentially obviating any advantage to be gained in terms of the flexibility that it would provide to the President.”

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