10. Tottenham 2-1 Chelsea, 2008
The elongated first League Cup final at the new Wembley was something of a shock. Spurs, struggling in the league under Juande Ramos, fell behind to a superbly-placed Didier Drogba free kick – but fought back in the second half with a Dimitar Berbatov penalty. Jonathan Woodgate’s scrappy winner early in extra-time, helped in part by Petr Cech’s emerging inability to perform simple tasks, gave Spurs only their second trophy in 17 years. Ramos lasted another eight months at White Hart Lane, while Avram Grant was sacked within just three. Who says managers' jobs are insecure?