The Establishment are the "powers that be," the group of leaders in a society who hold power and use it primarily for their own benefit, opposing meritocracy and making it unjustifiably difficult for others. The 1964 conservative classic A Choice Not An Echo exposed and defeated the Establishment control over the Republican presidential nominating process, resulting in the upset victory of Barry Goldwater for the nomination.
In politics, the Establishment consists of the insiders in the Republican and Democrat Parties who do things behind the scenes to preserve their own position and thwart real competition. Nomination by endorsement is one way that the Establishment gets what it wants.
For nearly three decades, the Establishment in the Republican Party has been connected with the RINO Bush family and the Rockefeller family. In the Democrat Party, the Clinton family and the Kennedy family are part of the Establishment.
In the 2016 presidential election, the Establishment was all-out against the nomination of Donald Trump by the Republican Party. The Establishment was initially in support of Jeb Bush on the Republican side, and Hillary Clinton on the Democrat side. Marco Rubio was a backup candidate for the Establishment in case Jeb Bush faltered, but then Rubio rebelled and obtained independent financial backing, and stayed in the race long enough to prevent Jeb Bush from gaining any momentum. When Jeb Bush pulled out after spending more than $100 million, the Establishment swung their support behind Rubio. Rubio withdrew on March 15, 2016, leaving John Kasich and Ted Cruz as the remaining Establishment candidates.
John Boehner was the Establishment's choice as Speaker of the House. When he surprisingly resigned from that position, the Establishment turned unsuccessfully to Kevin McCarthy to take the reins of power, and then to Paul Ryan, who had been the Establishment pick as the GOP vice presidential nominee in 2012.