Roger Ebert was a renowned American film critic and author known for his engaging reviews and insightful critiques. He wrote for the Chicago Sun-Times from 1967 until his death in 2013 and co-hosted the popular TV show Siskel & Ebert, where he introduced the famous 'two thumbs up' rating system.
This is based on winning 8 head-to-head matchups with other famous people, but also losing 14 head-to-head matchups.
Most recently Roger Ebert lost a matchup to Piers Morgan (#968) voted by someone from Canada.