Midfielders
Aaron Lennon - Burley
The England international joined Tottenham in 2005 after 2 seasons with Leeds United. The winger then went on to spend 10 years with the London club before moving onto to Everton in 2015.
The 5ft 5inch pacy winger made a total of 364 appearances scoring 30 goals for the Lilywhites and was part of the squad that last won a trophy for Spurs in the 2007/08 season, English League Cup.
Aaron Lennon now plays in the Premier League with Burnley after moving from Everton last year.
Jermaine Jenas - Retired
Another member of the last side to win any silverware with Tottenham, Jenas joined the Lilywhites in 2005 after 4 seasons with Newcastle United. The England international them spent 7 seasons with Tottenham before moving onto Queens Park Rangers in 2012.
Jermaine Jenas made 202 appearances and scored 26 times for the Lilywihtes. The midfielder now enjoys his time as a pundit.
Tom Huddlestone - Derby County
Yet again another member of the 2007/08 cup winning squad, Huddlestone joined Tottenham after 2 seasons with Derby County. Huddlestone spent 7 seasons with the Lilywhites before finally moving onto Hull City in the 2013/14 season.
Tom Huddlestone made 209 appearances and scored 15 times for the London club and now plies his trade in Derby County.
Luka Modric - Real Madrid
One of the greatest midfielders of his generation, It feels like an eternity since Luka Modric left Tottenham Hotspurs to join Real Madrid. The 2018 World Cup Golden Ball winner joined Tottenham in 2008 after 6 seasons with Dinamo Zagreb. The Croatian midfield general spent 4 seasons between 2008 and 2012 at Tottenham before moving onto Los Blancos.
Now 33-year-old midfielder made 159 appearances and scored 17 times for the Lilywhites during his stay with the club.