The only way that Hollywood ever skews toward liberal is because part of what we make out of Hollywood involves writers, actors, directors, musicians, set designers, and photographers. In general, people like that are going to be more progressive, more open minded, a little more altruistic.
Hollywood is for-profit, is what Hollywood is. All the studios are owned by big, megacorporations that are the furthest thing from liberal you can possibly imagine.
The easiest time to be funny is during a fairly serious situation. That way, you can break the ice. It's crazy, but even at funerals, people will get huge laughs.