Tottenham’s 10 Most Expensive Player Sales of All Time

While Tottenham Hotspur have invested heavily in their £1 billion stadium and new signings in recent years, they’ve also generated significant income through player sales. Let’s look at the 10 most lucrative transfers away from Spurs in the club’s history:

10. Michael Carrick – £18.6 million to Manchester United (2006)

After impressing during his two seasons at Spurs, midfielder Michael Carrick made a big-money move to Manchester United in 2006. He went on to become a key player for United, winning numerous trophies over 12 years at Old Trafford.

9. Robbie Keane – £19 million to Liverpool (2008)

Spurs captain Robbie Keane joined Liverpool in a £19 million deal in 2008, though he returned to Tottenham just six months later after struggling to settle at Anfield. The transfer fee could have exceeded £20 million with add-ons.

8. Kieran Trippier – £20 million to Atletico Madrid (2019)

Right-back Kieran Trippier left for Atletico Madrid in a £20 million deal in 2019, shortly after playing in the Champions League final for Spurs. He won La Liga with Atletico before returning to England with Newcastle in 2022.

7. Oliver Skipp – £25 million to Leicester City (2024)

Academy graduate Oliver Skipp joined newly-promoted Leicester City for £25 million in 2024 after making over 100 appearances for Spurs. While he didn’t fully reach his potential at Tottenham, it represented a good fee for the club.

6. Steven Bergwijn – £26 million to Ajax (2022)

Dutch winger Steven Bergwijn returned to the Netherlands in 2022, joining Ajax for £26 million after two-and-a-half years at Spurs. He had shown flashes of brilliance but struggled for consistency in England.

[Remaining entries omitted for brevity]