Bennett has been a referee since 1984, starting out in his home county of Kent. In 1995, he began refereeing in the Football League, and since 1999 in the Premier League. In 2001, he was appointed as an official FIFA referee. Bennett took charge of an official friendly international match, known as "The Other Final", in 2002, between the two lowest FIFA-ranked teams in the world at the time, Bhutan and Montserrat, at the Changlimithang Stadium, Thimphu, Bhutan. This took place on the morning of the World Cup Final in that year, and the home side won 4–0. The subsequent documentary film, entitled The Other Final and directed by DutchmanJohan Kramer, was released in 2003. In 2004, Bennett was criticised by FIFA presidentSepp Blatter for having sent off Everton'sTim Cahill for removing his shirt after scoring against Manchester City. Bennett refereed the 2005 League Cup final at the Millennium Stadium between Chelsea and Liverpool, which the London club won by 3 goals to 2. In October 2005, he was in charge of the World Cup qualifier between Norway and Moldova, when the home side won 1–0 with a goal from Sigurd Rushfeldt. He took charge of the UEFA Champions Leaguequarter final first leg match in March 2006 between Benfica and Barcelona, the game ending 0–0. Bennett was chosen to referee the 2007 FA Cup Final between Chelsea and Manchester United on 19 May 2007, the first at the new Wembley Stadium. Chelsea won by 1–0, Didier Drogba scoring late in the second half of extra time. Bennett issued seven bookings, four of which came in the added 30 minutes. In the first period of extra time, Ryan Giggs' shot was gathered by Petr Čech. Giggs claimed that the ball had crossed the line, despite sliding into the goalkeeper and seemingly forcing the Chelsea man backwards, but Bennett did not award a goal. Bennett sent off Liverpool's Argentine Midfielder Javier Mascherano after he continued to harass him when he refereed the Manchester United versus Liverpool Premier League encounter on 22 March 2008. Mascherano initially claimed innocence, before later apologising for his actions and admitting his behavior was inappropriate. Bennett retired from the FIFA list of referees in 2006, at the compulsory age of 45. In July 2009, Bennett was invited by the England and Wales Cricket BoardAssociation of Cricket Officials to sit as an Independent Director on the new ACO Board. In July 2010, Bennett retired from refereeing and agreed to become a full-time referee coach, sharing his knowledge in developing the next generation of referees.
