I don't think there's ever been a moment in history where that, as an artistic message, has played very well, because people in their hearts know that's terrible and a lie.
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.
Obamacare is a private mandate that will drive billions to the insurance industry, much like the auto insurance mandate. Hardly socialism. In fact, it was a Republican plan to begin with.