After a take-over battle with
Robert Maxwell for ownership of
Tottenham Hotspur, Sugar teamed up with the club's manager
Terry Venables and bought it in June 1991. Although his initial investment helped ease the financial troubles the club was suffering at the time, his treatment of Tottenham as a business venture and not a footballing one made him an unpopular figure among the club's fans. During negotiations, Sugar called Sky CEO
Sam Chisholm and angrily ordered him to "blow [ITV] out of the water" with a much higher bid. In 1994, Sugar financed the transfers of three players of the
1994 FIFA World Cup:
Ilie Dumitrescu,
Gica Popescu, and
Jürgen Klinsmann, who in his first season in English football, was named
FWA Footballer of the Year. Because Spurs had not qualified for European competition, Klinsmann decided to invoke an opt-out clause in his contract and left for
Bayern Munich in the summer of 1995. Sugar appeared on television holding the last shirt Klinsmann wore for Spurs and said he would "not wash his car with it". He referred to foreigners coming into the Premier League at high wages as "Carlos Kickaballs". Klinsmann retaliated by calling Sugar "a man without honour", and said: Klinsmann re-signed for Tottenham on loan in December 1997. In October 1998, former Tottenham striker
Teddy Sheringham released his autobiography, in which he cited Sugar as the reason he left the club in 1997. He said that Sugar had accused him of feigning injury during a long spell on the sidelines during the
1993–94 season. He further stated that Sugar had refused to give him the five-year contract he wanted, as he had not believed Sheringham would still get into the Tottenham team when he was 36. Sheringham returned to Tottenham after his spell at Manchester United and continued to start for the first team until he was released in the summer of 2003, at age 37. Sheringham said that Sugar "lacked ambition" and was hypocritical. As an example, Sugar asked him for recommendations of players; when Sheringham suggested
England midfielder
Paul Ince, Sugar refused because he did not want to spend £4 million on a player who would soon be 30. After Sheringham left Spurs, Sugar approved the signing of
Les Ferdinand, aged 31, for a club record £6 million, on higher wages than Sheringham had wanted. Sugar appointed seven managers in his time at Spurs. The first was
Peter Shreeves, who replaced Venables in 1991, followed by the dual management team of
Doug Livermore and
Ray Clemence in 1992, former Spurs midfielder
Osvaldo Ardiles in 1993, and
Gerry Francis in 1994. In 1997, Sugar surprised the footballing world by appointing the relatively unknown Swiss manager
Christian Gross. Gross lasted nine months as Spurs finished in 14th place in
1998, and began
the next season with just three points from their opening three games. Sugar next appointed
George Graham, a former player and manager of bitter rivals Arsenal. Although Graham won Spurs' first trophy in eight years, fans never warmed to him, partly because of his Arsenal connection, and disliked the negative, defensive style of football which he had Spurs playing; fans believed it was not the "Tottenham way". In June 2007, he sold his 12% remaining shares to ENIC for £25 million, ending his 16-year association with the club. He described his time at Tottenham as "a waste of my life". Sugar later donated £3 million from the proceeds of the sale of his interests in Tottenham Hotspur to the refurbishment of the
Hackney Empire in his native East End of London. ==
The Apprentice==