Tottenham Hotspur have been known to drag their heels in previous transfer windows and often it has backfired on them.
One of the biggest errors in years gone by was made back in 2018 when Tottenham chairman Daniel Levy was trying to negotiate a deal with Aston Villa.
Financial problems had hit Villa due to former owner Tony Xia’s cash-flow issue and it looked clear that they would have to sell Jack Grealish to help balance the books.
Tottenham offered £3m plus Joshua Onomah for Grealish which was rejected and later made a second bid of £25m that also failed after Villa’s financial woes were banished due to a takeover.
Tottenham still have an interest in Jack Grealish
Grealish went on to join Manchester City for a then-British record fee of £100million in the summer 2021 and enjoyed plenty of success including three Premier League titles, an FA Cup and a Champions League.
talkSPORT are reporting that Tottenham are once again interested in Grealish, who looks set to leave the Etihad Stadium this summer.
The 29-year-old looks set to be left out of City’s squad for the Club World Cup in order to secure a move elswhere.
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City are said to be hoping to net a transfer fee in the region of £50million for the midfielder, who is also attracting interest from Everton.
Grealish currently earns £300,000-a-week at the former Premier League champions which is likely to cause an issue for many other clubs, and despite interest from Saudi Arabian outfit Al Qadsiah, he is thought to want to continue his career in Europe.
Former midfielder Jamie O’Hara urged Tottenham to sign Grealish should they be able to land him for around £40million.
Tottenham need to improve their creative options
Under Ange Postecoglou, Tottenham heavily relied on James Maddison and Dejan Kulusevski to act as the creative influence within the team and when injuries or a lack of form struck, the side looked clueless in the final third.
With Tottenham looking to compete both in the Champions League and Premier League next season, there has to be a focus on bringing in another player who can help pull the strings.
Whether Daniel Levy would be prepared to pay a fee in the region of £50million for a player who turns 30 in September would be questionable, given his limited resale value in a couple of years time.
One thing is for sure, Tottenham have already wasted the first nine days of the window while other teams have been busy improving their squad.