Notable roles: A Fistful of Dollars (1964), The Good, the Bad, and the Ugly (1966), Dirty Harry (1971)
Political position: Mayor of Carmel-by-the-Sea, California (1986-1988)
At this point, Clint Eastwood’s political beliefs are well documented, especially after his run-in with a chair at the 2012 RNC. But what most people don’t remember is that he was actually the mayor of the artsy California city Carmel in the late ‘80s. He was responsible for overturning some of the city’s notoriously strict laws, such as it being illegal for anyone to eat from an ice cream cone on a public street.
We’re serious—the man who made a name for himself by gunning down criminals and chumming with orangutans in movies was relegated to dealing with ice cream legislation during his two-year stint in Carmel. This big win for novelty confections might have been impressive at one point, but, unfortunately, it took place as another former actor, Ronald Reagan, was demanding that Gorbachev tear down to Berlin Wall, thus changing world history. You can see why Eastwood didn’t make another foray into politics after this.
He's one of the rare actors brave enough to flaunt his libertarian views to the public. While a generation of Daily Show fans only think of him as the crazed old dude who yells at furniture, he also had his brief time to shine as an elected official.