Rather worryingly my prime memory of "Who Dares, Wins.." is of a naked Tony Robinson (better known then as Baldric in Blackadder). In fact, Tony appeard to spend large chunks of this sketch show naked, along with his more regularly clad co-stars Rory McGrath, Phil Pope and Jimmy Mulville.
Despite its (even for now) near-the-knuckle content it seemed to do rather well for Channel 4, and ran for a good 5 years. Part of this was down to its refusal to view any topic as taboo (often with many complaints) along with the quality of the writing, with the cast all having cut their teeth on the likes of Not The Nine O'Clock News and assorted radio comedy projects. It also remained highly topical, with content being written right up until the time of broadcast (the key writers later going on continue this with Drop The Dead Donkey) and the show occasionally going out live. This of course made it "must-see" TV.
Off the back of the show, Channel 4 commissioned a sitcom from the team - "Chelmsford 123", set in Chelmsford. In the year 123. Essentially the series was a ruder Blackadder set in Roman times but, while entertaining, it wasn't a patch on the show that spawned it.