You guys are making this more complicated than it needs to be. Hollywood is liberal because artists are liberal and Hollywood is full of artists. Sure, some of the "money" isn't liberal (but many are), but the "money" cares less about politics than it does about making more dough. The people making the stuff we enjoy (or mock)...the actors, the writers, the directors, many/most of the producers..these people are liberals (with a few exceptions, obviously...but we can name them on two hands probably...and most of those won't be "regular" conservatives).
Yes, but Hollywood is more ideological than it used to be in the sense that it generates more psychological energy in their little minds. I guess that is due to the culture wars.