Tottenham Hotspur
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. In Sugar's nine years as chairman, Tottenham Hotspur did not finish in the top six in the league and won just one trophy, the 1999 League Cup.
After being sacked as the club's chief executive by Sugar in 1993, Venables appealed to the high courts for reinstatement. A legal battle for the club took place over the summer, which Sugar won (see Re Tottenham Hotspur plc [1994] 1 BCLC 655). The decision to sack Venables angered many Tottenham fans, and Sugar later said, "I felt as though I'd killed Bambi."
In 1992, Sugar was the only representative of the then "big five" (Arsenal, Everton, Liverpool, Manchester United and Tottenham Hotspur) who voted in favour of Sky's bid for Premier League television rights. The other four voted in favour of ITV's bid, as it had promised to show big five games more often. At the time of the vote, Sugar's company Amstrad was developing satellite dishes for Sky, though Sugar had declared this prior to the vote.[12] During negotiations, Sugar called Sky CEO Sam Chisholm and angrily ordered him to "blow [ITV] out of the water" with a much higher bid.[13]
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:
"'He only ever talks about money. He never talks about the game. I would say there is a big question mark over whether Sugar's heart is in the club and in football. The big question is what he likes more, the business or the football?'"
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.[14]
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 February 2001, after speculation and confirmation on 11 December 2000, Sugar sold his majority stake at Tottenham to leisure group ENIC, selling 27% of the club for £22 million.[15] In June 2007, he sold his 12% remaining shares to ENIC for £25 million,[16] ending his 16-year association with the club. He described his time at Tottenham as "a waste of my life".[17] 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.[18]
