Heskey had over an eighteen-year career playing in the Football League, Premier League and had a brief spell in the Australian A-League. Heskey made most of his appearances at Leicester City and Liverpool. After progressing through Leicester City’s youth system and winning the League Cup in 1997 and 2000, Heskey was sold to Liverpool. Once there, Heskey won multiple honors, including the FA Cup in 2001. England fans will remember fondly Heskey's goal against Germany in 2001.