In 2013, Trump was just a rich guy with orange hair. He had substance to him regardless of what Maher said. The visceral hatred of him wasn’t universal among the swamp denizens. So, nobody even noticed Maher’s nasty tirade. ValJar was nobody until she started servicing the First Family in whatever capacity. After she left, she became nobody again. So a nasty crack about her was an attack on all that she was, and someone just had to have a hissy fit.
Trump has already started speaking about his conservative positions.... a year and a half later he would announce his run for office.
This level of hatred was NOT because Trump had money - it was because he was conservative.