The 1999-00 campaign delivered ultimate heartbreak for Sheffield Wednesday as The Owls finished a crushing 19th in the Premier League, resulting in their first-ever relegation from the top flight after nine successive seasons. The tumultuous year was marked by a disastrous 8-0 loss to Newcastle and a managerial change from Danny Wilson to caretaker Peter Shreeves. Despite the turmoil, Belgian forward Gilles De Bilde top-scored with 10 crucial league goals, including a dramatic effort in the penultimate, relegation-confirming draw against Arsenal. It remains a painful, defining chapter in the club's modern history as they have yet to return to the elite since.