#4 Jurgen Klinsmann
Jurgen Klinsmann arrived at White Hart Lane in the summer of 1994 from French club Monaco for just £2 million. The 1990 World Cup winner with West Germany faced massive criticism in England for playing a crucial role in eliminating them from the same World Cup and also for his reputation to dive. He began with a goal on his debut away at Sheffield Wednesday in a 4-3 win for Spurs, and ended the season as his club's top scorer with 21 league goals (30 in all competitions).
Despite Klinsmann’s impact earning him the FWA Footballer of the Year award, Tottenham ended up seventh in the Premier League, way off from challenging for the European spots. Despite his successful debut campaign, the German decided to move to Bayern Munich at the start of the following campaign.
Klinsmann returned again to Tottenham for the second half of the 1997/98 season. His arrival enabled Spurs to narrowly escape relegation, as he contributed to 9 goals in just 15 league appearances.