Tottenham Hotspur has had some impressive signings over the years, but only a few have truly changed the club’s fortunes. Some players have made an immediate impact, while others grew into key figures over time. From goal-scoring wingers to play making midfielders, Spurs have made some smart moves in the transfer market.
Gareth Bale (2013, Loan Return in 2020)
Gareth Bale was one of the most exciting players to wear a Tottenham shirt. His first stint at the club from 2007 to 2013 saw him become one of the best wingers in the world, leading to a record-breaking move to Real Madrid. When he returned on loan in 2020, there were doubts about whether he could still perform at the top level.
Despite limited playing time, Bale delivered when it mattered—he scored 11 Premier League goals in just 20 appearances, proving he still had his goal-scoring touch. While Spurs didn’t win any silverware during his return, his performances reminded fans why he was one of the club’s greatest players. His ability to turn a game around made him a valuable addition, even in a short spell.


Heung-min Son (2015)
Heung-min Son has been one of Tottenham’s most influential players since joining in 2015. Signed for £22 million from Bayer Leverkusen, Son initially struggled to adapt but quickly became one of the Premier League’s most dangerous attackers. His speed, finishing, and link-up play with Harry Kane made him a fan favourite.
Son’s consistency has been outstanding—he has scored over 160 goals for Spurs and won the Premier League Golden Boot in the 2021-22 season. As club captain, he continues to lead by example, proving to be one of the best signings in modern Tottenham history. His commitment to the club, combined with his ability to perform in big games, makes him a true legend.

Cristian Romero has been a game-changer in Tottenham’s defence since his arrival. Signed from Atalanta in 2021, the Argentine centre-back brought aggression, leadership, and defensive quality to the squad. His ability to read the game, make strong tackles, and dominate in aerial duels has strengthened Spurs’ backline.
Romero played a key role in Argentina’s 2022 World Cup-winning team, showing he can compete at the highest level. His partnership with Micky van de Ven has given Tottenham a solid defensive foundation under Ange Postecoglou. Whether watching Romero’s performances on the go or securing personal data while streaming matches, using a VPN Chrome extension ensures a private and safe connection, protecting against cyber threats and maintaining smooth access to content. At just 25, he remains a crucial part of the team’s future.


James Maddison (2023)
James Maddison has quickly become a key player for Spurs since joining in 2023. The attacking midfielder arrived from Leicester City for £40 million, bringing creativity and vision to Tottenham’s midfield. His ability to control the tempo, provide assists, and score crucial goals made an instant impact.
Before suffering an unfortunate injury, Maddison was one of Tottenham’s best performers in the 2023-24 season. His partnership with Son Heung-min and his ability to create chances helped Spurs compete at a high level. If he stays fit, he has the potential to become one of the club’s best midfielders in recent history.

Tottenham Hotspur has had its fair share of standout signings over the years, and the last decade has brought in some truly special players. Whether it’s a fan-favourite like Son, a defensive leader like Romero, or a creative force like Maddison, these signings have shaped the club’s journey. With the right additions in the future, Spurs will be hoping to turn talent into trophies.
FAQs
Who is Tottenham’s best signing of the last decade?
Heung-min Son is widely considered Tottenham’s best signing of the last decade due to his goal-scoring record, consistency, and long-term impact.
Did Gareth Bale’s loan spell in 2020-21 help Tottenham?
Yes, Bale scored 11 Premier League goals despite limited game time, proving he was still a top player.
Why is James Maddison considered a great signing?
Maddison has added creativity and attacking quality to Tottenham’s midfield, making an instant impact before his injury.
How important is Cristian Romero to Tottenham?
Romero is crucial for Tottenham’s defence, providing leadership and strong defensive performances since his arrival.