Where are they now? Tottenham's 1999 League Cup winners
Ian Walker (goalkeeper)
Walker was the luckiest man in the whole of London that day, surviving two potentially fatal second-half mistakes. First, having spilled Rob Ullathorne’s shot into the six-yard box, he had to recover quickly and well to smother Tony Cottee’s effort on the rebound. Then, in the shadows of full-time, he allowed a hopeful ball from Robbie Savage to skip past him, this time with the narrow angle preventing Cotttee from scoring a bizarre winner.
Neil Sullivan’s arrival in 2000 would ultimately end his time as the club’s No.1 and, having requested a transfer, he joined Leicester in 2001. Post-retirement, his forays into coaching have yielded only modest success: he became goalkeeping coaching at Shanghai Shenhua in 2013 under player-manager Nicolas Anelka (yes, that really happened) and, later, would move across the city to take up the same role at Shanghai East Asia. He left the club in late 2016.
Stephen Carr (full-back)
Although remembered now for that goal against Manchester United at White Hart Lane, Carr was arguably one of the best full-backs in the country around the turn of the century and also a product of the club’s youth system. It’s difficult to assess just how good he actually could have been: his career was sabotaged by injury in the years that followed this final and, in retrospect, the period between 1998 and 2001 was probably Carr's premature peak.
A rumoured, pre-injury flirtation with Arsenal soured his relationship with the club’s fans and his remarks about Sol Campbell’s transfer weren’t particularly helpful either. A 2004 move to Newcastle was a relative failure and, having been unable to sustain his fitness, he was released at the end of his contract in 2008 before announcing his retirement.
But he would mount a comeback. After a successful period training with Birmingham in 2009, he joined the Midlands club full-time and actually played for a further four seasons before retiring for good and heading to Spain, where he has a significant financial stake in a chain of Marbella bars and restaurants. Yes, with David Bentley.