Why is Hollywood (in particular) freaking out so badly over Trump?
First, because he's a Republican who might actually do the things he said he wanted to do. But second, because this is the first cultural victory the right has scored since Reagan stumbled into one in the '80s.
The left is used to losing political battles. They scream and cry over these but they don't truly panic, because they know that as long as they maintain their hammerlock on the culture, Republicans can't really change anything.
Blue Team Progressivism is a church, offering you moral superiority and a path to spiritual enlightenment. As a church it's got a lot going for it. It runs religious programming on television, all day every day. Every modern primetime program is like a left-wing Andy Griffith show, reinforcing lessons of inclusion, tolerance, feminism, and anti-racism.
Watching a 90-pound Sci-Fi heroine beat up a room full of giant evil men is as satisfying to the left as John Wayne westerns were for the right.
The Blue Church controls the HR department, so even if you don't go to church, you have to act like a loyal churchgoer in every way that matters while you're on the clock. And off the clock, on any kind of public social media platform.
Jon Stewart and John Oliver are basically TV preachers. Watching them gives the same sense of quiet superiority your grandma gets from watching The 700 Club. The messages are constantly reinforced, providing that lovely dopamine hit, like an angel's voice whispering, "You're right, you're better, you're winning."
Hollywood award shows are like church talent shows - the skits and jokes aren't really funny, but it's fun to look at the pretty girls, and you're all on the same team.