Cher
The singer and actress has been referred to as the “Goddess of Pop,” and her career, which has spanned over six decades, gives little question as to why. She’s the only artist who has had a No. 1 single on Billboard’s charts in every decade from the 1960s to the 2010s. Even with so many years in show business, she’s still going strong, with a tour in Australia and New Zealand this year. Throughout all of this time, she’s been a strong Democrat. In 2000, she told ABC News that she would do “whatever possible to keep [Bush] out of office.” In 2008 and 2012, she helped campaign for President Obama, but she did mention in 2010 that she thought former Secretary of State Hillary Clinton (who she supported initially) would have done a better job.
Hal Holbrook
Hal was honored in 2003 at the White House when President George W. Bush presented him with the National Humanities Medal for “charming audiences with the wit and wisdom of Mark Twain as Twain’s outlook never fails to give Holbrook a good show to put on.”
Chris Evans
Evans is now famous worldwide for his portrayal of Steve Rogers/Captain America in Marvel’s Cinematic Universe. But even though he plays the conservative, star-spangled hero, his politics lean decidedly to the left. He’s said “I’m certainly of a Democratic mindset. I’m certainly liberal. I believe in the government being funded to support people who need help.” He also has the distinction of being the author of the only tweet that Ben Shapiro, the conservative podcaster and pundit, has “liked” on twitter. (A previous tweet by Rosie O’Donnell disappeared after she blocked Shapiro).The tweet? “I genuinely dislike Ben Shapiro.”