Let's take a look...
Paul Robinson left Spurs just months after their cup success. In July 2008 he was moved aside for Heurelho Gomes, so left for Blackburn Rovers. He has been a steady hand at Ewood Park, flourishing away from the spotlight which saw his form dip at the Lane, and went onto become club captain. With Rovers relegated last year question marks remain over his future, with a move to Turkey mooted. It would not be a surprise to see him snapped up by a Premier League club still.
Right-back Alan Hutton was early into his Spurs career when he became a League Cup winner, but after a promising start he soon faded. Last summer he was considered among the 'deadwood' to be moved on by Harry Redknapp and signed for Aston Villa. His move hasn't gone to plan there, failing to win over the fans, and he does not appear to be part of new boss Paul Lambert's first team plans.
If it were not for his injury problems there is every chance Tottenham's Carling Cup goal hero could still be at the club. But that is the story of the former Real Madrid defender's career. Last summer he was released at signed for Stoke City, and despite a solid start, he barely played in the second half of the season. He has now re-signed with Middlesborough.
Another injury hit defender, Ledley King retired from football altogether last week after failing to overcome his knee problems. King was a superb servant to Spurs, and will go down in Premier League history as one of the great 'one-club' men. The cup win was one of the highlights of King's career, of which the heights he could have scaled are left only to the imagination.
After the high of the League Cup win, Chimbonda turned villain, missing the decisive penalty in a shootout in the UEFA Cup against PSV just a fortnight later. That summer he left for Sunderland, where he spent 6 months before rejoining Tottenham. He then left for Blackburn, before a spell at QPR, and most recently Doncaster Rovers, who were disappointingly relegated to League One last season. Now a free agent, the 33-year-old insists he still has a future in English football.
Ah, a player who is actually still with Tottenham. Lennon is one of Spurs' brightest attacking talents, but endured a season blighted by injuries last year. Supporters will hope he can stay fit next season, and really kick on, as their cover on the right extends to David Bentley, who has much to prove.
Once one of England's brightest prospects, Jenas' career is on a downwards path. He missed almost the entire season last year thanks to injury, and needs to rebuild. To do this he needs first team football, and a loan or permanent move away looks most likely. Last week he dismissed talk of a move back to Nottingham Forest, but his future remains uncertain.
Midfielder Zokora never did manage to score for Spurs in over 100 appearances, and was sold in the summer of 2009. He signed for Spanish side Sevilla, before joining Turkish side Trabzonspor last year. This year he reported former Newcastle midfielder for racially abusing him on the field, and when they last met Zokora escaped a red card after tackling him high with his studs up.
Steed Malbranque is now a free agent, after a disappointing season at St Etienne which saw him barely feature. He left Spurs the summer following their League Cup win to move to Sunderland, where he enjoyed three seasons. Now at 32, his career is at a crossroads and he will hope to secure a move soon.
Dimitar Berbatov caused controversy when he sulked his way to a £30 million move to Manchester United months after the League Cup win. His actions destabilised the squad, a lesson Spurs are keen not to repeat with Luka Modric. Out of four seasons at United only one can be considered a success, and now he is after a move away from Old Trafford. A move to Spurs has even been mooted, but the latest is that he is off to the Russian Premier League.
From one side of the world to another, Robbie Keane is plying his trade in the MLS with LA Galaxy, where he is regular goalscorer. He popped back to the Premier League with Aston Villa in January, and was seen toiling for Ireland at Euro 2012. A former Spurs captain, after 2008 he was signed for £20 million by Liverpool, bought back to Spurs, before being loaned to West Ham and Celtic.
Manager: Juande Ramos
Tottenham's poor form in the wake of Berbatov's departure saw the club begin 2008/09 in disastrous form. He was promptly sacked and replaced with Harry Redknapp, a move which seemed unthinkable immediately after Spurs beat Chelsea to win the Carling Cup months earlier. He is currently managing Ukrainian side Dnipro Dnipropetrovsk, and managed Real Madrid and CSKA Moscow in between.
image: © Free-ers