U.S. Senate Photographic Studio-Rebecca Hammel · Public domain

A Saturday Night Live writer and performer across two decades who then won election to the U.S. Senate from Minnesota in 2008, one of the closest races in Senate history, decided by 312 votes. He was reelected in 2014 with a comfortable majority and built a reputation as a serious legislator, before resigning in January 2018 after allegations of sexual misconduct — a decision he later said he regretted. He returned to broadcasting the following year with a SiriusXM show on politics and world affairs.