1999/2000: Managed by Harry Redknapp, West Ham played an entertaining Premier League style, finishing 5th, narrowly missing out on UEFA Cup qualification. Key contributors included Paolo Di Canio, Trevor Sinclair, and Dion Dublin, with a blend of experience and emerging talent like Joe Cole.
2000/01: Following a strong previous season, West Ham struggled for consistency, battling injuries and dips in form. The team finished 15th, a disappointing drop from the top-five finish. Despite challenges, Di Canio remained influential, and younger players gained valuable top-flight experience. This period highlighted both the potential and volatility of Redknapp’s West Ham sides.