The 1999-00 campaign delivered ultimate heartbreak for Wimbledon as The Dons finished a perilous 18th in the Premier League, resulting in relegation and ending their 14-year stay in the top flight. Under the management of Egil Olsen and later Terry Burton, the season began with promise but was derailed by a devastating late-season collapse and eight straight defeats. Leading the charge were strikers Carl Cort and John Hartson, whose 9 league goals each proved vital in a campaign built on grit that ultimately fell short on a dramatic final day. It was a poignant year that marked the end of an era for the "Crazy Gang" at Selhurst Park and remains a defining chapter in the club's storied history.