Steven Gerrard is an English football manager and former player, considered one of the greatest midfielders of his generation. He spent most of his playing career at Liverpool, winning numerous trophies, including the UEFA Champions League.
This is based on winning 3 head-to-head matchups with other famous people, but also losing 14 head-to-head matchups.
Most recently Steven Gerrard lost a matchup to Cybill Shepherd (#1429) voted by someone from Canada.