#2 Juande Ramos
A two-time winner of the UEFA Cup and one-time winner of the Copa del Rey with Sevilla, Juande Ramos took over Tottenham Hotspur in 2007 while the side was sitting in the relegation zone. After improving the Lily Whites’ fortune rapidly, the new manager became a fan favourite.
His fanfare took a giant leap when he led Spurs to a 5-1 League Cup win over Arsenal, the sides first win in the North-London derby since 1999 and the biggest win for either side since 1983. Things were looking promising under Ramos, and the team went on to win the League Cup against Chelsea and finish fifth in the league.
But little did anyone know that everything would go completely pear shaped the following season. Ramos only managed to gain two points from his first eight games, leading Tottenham to their worst ever start in Premier League history. His inability to speak English was largely criticised by fans and he was sacked shortly after. Less than 24 hours after his dismissal, Harry Redknapp was announced as his replacement.
Not everyone’s belief in Ramos was gone after that, though, and the manager somehow went on to manage Real Madrid as his next role.
