Jimmy Buffett was an American singer-songwriter known for his tropical rock sound, featuring hit songs like 'Margaritaville' and 'Come Monday.' He also ventured into business with his Margaritaville restaurant chain and authored best-selling books. His music celebrated an island escapism lifestyle.
This is based on winning 18 head-to-head matchups with other famous people, but also losing 73 head-to-head matchups.
Most recently Jimmy Buffett lost a matchup to Steve Harvey (#154) voted by someone from Canada.