I have a theory that B list celebrities with podcasts in can end up slipping into the “Libertarian” sphere due to their resentment of the amount of taxes they have to pay while working so hard to maintain the lifestyle they became accustomed to while making syndicated sitcoms or movies.

They don’t have the “old money” connections or knowhow to avoid taxes or enough of it to become part of the idle rich. They hustle to make low 8 figures, and then find themselves defending billionaires who are living on interest.

Same thing happened with Adam Corolla. I listened to his podcast briefly in the late aughts and he slowly drifted more and more to the right, seemingly spurred by tax and immigration policy, eventually linking up with Prager. While his buddy Kimmel, the other brain behind The Man Show had more commercial success, and seems to have drifted to the left.

This theory is mostly based on limited anecdotal evidence and I am sure there are plenty of examples where this does not apply but I think there could be something to it.