Well, it's a question I have long asked. There's a lot of money in Republican circles, at least among the fiscal/business conservatives, and it boggles the mind that they haven't tried to stake a claim in the media and entertainment field. In a lot of areas -- civil service, academia, entertainment -- the Left hasn't so much beaten us as we have ceded the field.
This is where the Right's focus on business and private enterprise can be a sort of tunnel vision. Pop culture is what informs people's perception of reality (sadly) and we have little footprint there. Bill Whittle harps on this subject a lot, as does Joe Dan Gorman of Intellectual Froglegs.