Simon Osborn (born 19 January 1972) is an English former footballer and football manager. A midfielder, he played 434 league games in a 17-year career in the Football League. He began his career with Crystal Palace, helping the club to the First Division title in 1993–94, before he made a £90,000 move to Reading. He helped the "Royals" to a second-place finish in the First Division in 1994–95, though they were then beaten in the play-off final.