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Tottenham Hotspur haven't had much success of late. With just one League Cup victory in the 2007-08 season, Spurs haven't won too many trophies this century.
This has resulted in players leaving the club more often than not. In the 2021 summer transfer window, their superstar player Harry Kane wanted an exit for the very same reason.
Tottenham Hotspur have struggled to keep their star players at the club
It is understandable how Spurs were not able to stop the likes of Gareth Bale, Luka Modric, Dimitar Berbatov, Kyle Walker and many others from leaving. These players had been in terrific form and a number of European giants were after their signature.
But there have been players and scenarios where Spurs could have acted differently and convinced otherwise. On that note, let's take a look at some of the footballers the north London club should not have sold.
#5 Kyle Walker-Peters
Coming through the ranks at Spurs, Kyle Walker-Peters first played for the senior team in 2015. It took him some time to be strongly considered for the first team.
Over time, Kyle Walker-Peters did get his chances and did decently well but with the likes of Kyle Walker and Kieran Trippier at the club, his playing time took a hit. He was loaned out to Southampton in 2020 and was quite impressive with them.
This resulted in the Saints signing him permanently the following season. The English full-back is now a regular player with them and is a helpful outlet on the flanks. With Spurs struggling right now with their right-backs, the 24-year old would surely have come in handy.
#4 Michael Carrick
Michael Carrick was signed by Tottenham Hotspur in the summer of 2004 from West Ham United for a fee of £3.5 million. After struggling inititally, the central midfielder became a regular starter under the management of Martin Jol.
In his two seasons with the club, he managed to score twice and assist 10 times. He made the most number of assists for Spurs in his second season. In the summer of 2006, Manchester United wanted to sign Michael Carrick to replace the great Roy Keane.
The Red Devils were successful in their approach and it turned out to be a brilliant signing for them. Carrick won the Premier League five times, Champions League once, FA Cup once among other trophies with United. Given the Englishman's potential and age during his time at Tottenham Hotspur, the London club should have done better to convince him to stay.
#3 Toby Alderweireld
Tottenham Hotspur have had some solid defenders in the recent past and Toby Alderweireld is one of them. The Belgian centre-back signed from Southampton in the summer of 2015.
Having won the Eredivisie thrice with Ajax and La Liga with Atletico Madrid, Alderweireld had a good amount of experience under his belt. His smart positioning, amazing aerial abilities and fine tackling were a delight to watch. He had a formidable partnership with fellow Belgian Jan Vertonghen and proved quite effective for Spurs.
After six seasons with Tottenham, Alderweireld decided to join Al-Duhail last summer. Given his importance and reliability at the back, it is surprising how Spurs did not do enough to convince the Belgian defender to at least stay for a season or two.
#2 Kieran Trippier
Trippier was once a Manchester City graduate but grew and developed at Burnely. He was signed by Tottenham Hotspur in the summer of 2015 to compete with Kyle Walker under the management of Mauricio Pochettino.
Kieran Trippier initially struggled to cement his place in the starting XI as Walker was playing in his prime back then. Once he left, Trippier found more game-time and was involved in the 2018-19 Champions League final against Liverpool.
He decided to leave Spurs in the summer of 2019 to join Atletico Madrid. Trippier won La Liga in the 2020-21 season and is currently back in the Premier League playing for Newcastle United. Had Spurs kept him, the English right-back would have definitely come of great use right now.
#1 Christian Eriksen
The Ajax midfielder was signed by Tottenham Hotspur in 2013. With his fabulous play-making abilities, Christian Eriksen was fascinating to watch in the Premier League.
In his 226 league appearances, the Danish midfielder scored 51 goals and registered 62 assists. His set-pieces were difficult to contain and so were his incisive passes. In January 2020, Eriksen decided to join Inter Milan with his contract with Spurs expiring at the end of that season.
Given his contributions and importance to the team, it was surprising how Chairman Daniel Levy allowed the Danish footballer to leave. After suffering a cardiac arrest at Euro 2020, Christian Eriksen is back playing football with Brentford right now in the Premier League.
