From Sol Campbell to Harry Kane, Spurs have seen many players progress from the youth ranks to become important first-team members in the past - but not every talented prospect can make it at the club.
Stars from Manchester United, Tottenham are Chelsea are among those yet to kick a ball in this campaign.
Arsenal vs Tottenham is a game that rarely flatters to deceive, but the two sides put on one of the very best editions of the North London derby in a box office 2-2 draw at the Emirates.
Tottenham are readying a double midfielder swoop, an Arsenal star is heading for a free-transfer exit, while Liverpool fancy a Chelsea man
Tottenham will be looking to unleash Bale, Kane and Son when they take on Arsenal in the North London derby this weekend.
Get all the latest betting tips ahead of Sunday's Premier League clash between Tottenham and Arsenal here.
Barring any health emergencies, the game is scheduled for an 8pm kick-off and is the only Premier League match that day.
Get all the latest betting tips ahead of Friday's Premier League clash between Tottenham and Manchester United here.
Tottenham move to within a point of fourth-placed Chelsea in their quest for the Champions League.
Villa host Spurs at Villa Park. Follow the action LIVE via the TEAMtalk score centre.
The Poland striker was heavily linked with Spurs before signing for Hertha Berlin last month. Just how much an influence was his missus?
Mourinho's Spurs scored two goals in the final 12 minutes to beat Southampton 3-2 and progress to the next round of the FA Cup
Steven Bergwijn has admitted playing for Jose Mourinho was one of the key factors in convincing him to join Tottenham.
Tottenham advanced to the FA Cup fifth round after a hard-fought 1-0 victory over in-form Southampton at St Mary's on Saturday.
Troy Deeney missed a second-half penalty as Watford and Tottenham played out a goalless draw at Vicarage Road on Saturday.
Follow Saturday's lunchtime Premier League clash between Watford at Tottenham via the TEAMtalk Live Centre.
The striker scored 91 league goals with Tottenham during two spells with the club, but is the deal viable in the winter window?
Lucas Moura's fine header earned Tottenham a replay after a 1-1 draw at Middlesbrough in the FA Cup 3rd round on Sunday.
"This is our first transfer window, not the last. We will have one in the summer, we are going to have one in 2021 January, summer 2021..."
He's hoping to see the teenager get a lot more minutes than he saw at Leeds in the first half of the campaign.
Harry Kane pulled hamstring as Tottenham's hopes of claiming a top-four finish suffered another blow in a 1-0 defeat at Southampton.
Southampton and Tottenham clash at St Mary's Stadium in a match crucial to both sides - follow every kick via our Live Centre.
Spurs have said there has been little progress despite working with lip-readers and having reviewed hours of CCTV footage.
Tottenham are reportedly interested in signing a West Ham centre-back, as Jose Mourinho looks to shore up his leaky defence.
Tottenham have reportedly opened talks to sign a new left-back in January as Jose Mourinho looks to upgrade the position.
Tottenham will offer fans on their waiting list the chance to take up a season ticket after an application to increase capacity was approved
Spurs will push through a €32m deal in January, rather than wait until the summer, after learning a delay will hit them in the pocket.
Some big games lie in wait as the draw for the last-16 of the competition takes place in Nyon on Monday morning.
Tottenham boss Jose Mourinho believes that his side will finish in the top four of the Premier League this season.
Fulham are said to be lining up a move to bring the 19-year-old to Craven Cottage as a Spurs recall looms