A system issue and a cultural issue. Trump massively lucked out, he actually got to appoint 3 justices. 1/3 of the supreme court has been nominated by him. That was on top of it already being a right leaning court before he did that, and Republicans in Congress being completely unwilling to hold him to account. Funny enough, the most corrupt and worst culprits were nominated by Bush Snr and Bush Jnr. Republicans have been exceptionally lucky to have had the chance to nominate justices in their presidencies, whilst the one liberal judge that could have been replaced with another decided to cling on until she died, allowing Trump to fill her seat rather than Obama.
He can pick fight with justices and judges all he wants, they are never going to do anything about it.