There is no anti-establishment US President in the last half-century, basically. The Presidents are basically just figureheads. There is no real difference between Bush, Obama, Trump, etc.
the rhetoric is different and of course they do small gestures to throw bones to the people they're trying to appeal to but Trump is no more an outsider bucking the establishment than Obama was an outsider bucking the establishment and bringing CHANGE and overturning the system.
if the "elite" didn't want Trump, Trump would have never been President in the first place. the entire perception that Trump/Obama is/was this outsider challenging the establishment is just a well-crafted illusion aimed at manipulating their supporters. the elite put Trump in office in the first place. a regular Joe who wants to serve his country doesn't end up as US President. that's not how the system works.
Name one thing Obama, Clinton, Bush, Reagan, Carter, Ford, and Nixon did that hit the pocketbooks of the establishment in the same way that axing TPP and tariffs have. I don't think you understand just how disastrous these two policies alone were to the markets and to institutional investors. Obama was nowhere near as maverick as Trump is. Do you recall late 2018 when the Fed started to hike rates and Trump threatened to fire his own Fed chairman? How did the establishment and the markets react? Exactly. The leash you think they have on Trump doesn't exist. The man is a wildcard and the establishment can barely tolerate it.