The Crazy Gang is a nickname used by the English media to describe Wimbledon F.C. during the 1980s and 90s. The name, originally that of a well known group of British comedy entertainers popular in the late 1930s, was used because of the often cheeky and boisterously macho behaviour of Wimbledon's players, who were in the habit of playing frequent and outrageous practical jokes on each other and on the club's manager Dave Bassett (later Bobby Gould and still later Joe Kinnear). Their general approach to the game was derided as amateurish and their playing style was often accused of being basic and unsophisticated in comparison to the stylish brand of football played by most leading clubs at the time. The then England striker Gary Lineker once commented dismissively: "The best way to watch Wimbledon is on Ceefax".
Regardless of the criticism they were subject to, the team was very successful in the English league for more than a decade. The joking behaviour, together with a deep sense of being unjustly derided, bred an intensely close team spirit which was greatly to the club's benefit on the pitch. Their physical style, with players such as Vinnie Jones, often intimidated their opponents. Within only a few years, they had won promotion from the bottom of the Football League to the highest level, without ever changing their straightforward playing style.
Although the club had encouraged its players in this behaviour since the early 1980s, the nickname did not really become widespread in use, beyond the players of the club themselves, until 1988 when, against all expectations, Wimbledon won the FA Cup by beating highly talented favourites Liverpool FC 1-0, with goalkeeper Dave Beasant saving a penalty. At the final whistle, BBC TV commentator John Motson said the line: "The Crazy Gang have beaten the Culture Club!". The name then caught on nationally, began to appear frequently in newspaper reports, and was often used in TV coverage of the club.
It is difficult to determine precisely when the term fell out of use. However, as Wimbledon became more established in the top flight of English football after promotion in 1986, their style of play became more conventional, and their bizarre behaviour was no longer as unexpected. It can be said that the nickname lost much of its previous effect at the point it became official — when the club itself began to use it in its own marketing. This was carried to the extent that the name even appeared for several seasons in the mid-1990s as a small badge on the team's playing shirts. In 2000, the club was relegated from the Premier League after 14 years in the top flight, by which time the name had become rather inappropriate as a description of its players, although the club still continued to use it for some years to promote itself commercially.
The likes of Dennis Wise, Mick Harford, John Fashanu, Vinnie Jones and Lawrie Sanchez are often considered to be some of the high-profile members of the Crazy Gang, although the club's first ever full-time apprentice Wally Downes is normally cited as the founder, being an inveterate practical joker.