Jimmy Connors is a legendary American tennis player known for his dominance in the 1970s and 1980s. He was world No. 1 for a then-record 160 consecutive weeks. Connors won 109 titles, including eight major singles titles, and is a revered figure in tennis history.
This is based on winning 3 head-to-head matchups with other famous people, but also losing 22 head-to-head matchups.
Most recently Jimmy Connors lost a matchup to Michelle Trachtenberg (#1914) voted by someone from United States.