Tottenham are still figuring out who they are, because after walloping usual European football competitors Aston Villa 4-1, Spurs went ahead and lost to one of the worst teams in the league in Ipswich Town 2-1.
As Spurs head into the international fixtures, they have to mostly like what they have seen in Ange Postecoglou’s second season, but with Chelsea improving, Tottenham continue to be outside the bubble in the battle for the Champions League.
The Dominic Solanke transfer at striker has worked out thus far, and Dejan Kulusevski’s shift to midfield has been another positive. But Tottenham still need more quality in their squad, particularly in the midfield and when it comes to progressing play on the wings.
Tottenham just might make a major splash in the January transfer window in order to make a stronger push to finish in the top four of the Premier League this season.
According to a report from Steve Kay of Football Transfers, Tottenham have contacted Manchester City left winger Jack Grealish’s represenatation in the hopes of signing the 29-year-old.
Grealish has been phased out of the Manchester City lineup as a weekly fixture after the signings of young standouts Jeremy Doku and Savinho in the past two summer transfer windows, as he’s started just four games with three appearances of the bench in the 2024/25 Premier League campaign.
There’s an interesting Spurs connection here, too, as Tottenham sporting director Johan Lange was the one who helped engineer Grealish’s blockbuster transfer from Aston Villa to Manchester City – and Grealish reportedly has a positive relationship with Lange since then.
Although Grealish has been off the radar these last two seasons, he’s still in the prime of his career at 29 and was one of the most exciting players in the Premier League for years, both at Aston Villa and Manchester City.
Grealish is a former Champions League winner and one of the best in the world at progressing play. He is elite in one-on-ones, intelligent at taking up space and positive positions, and a highly capable chance creator.
He’s the kind of traditional, out-and-out winger Tottenham have been missing, and he can play on the left or right. He could be an intriguing supplemental option to Solanke and Son Heung-min or even replace James Maddison as a more dynamic, box-to-box playmaker.
In his best season at Aston Villa, Grealish was one of the top playmakers in Europe with 10 assists and 3.1 key passes per game, with those performances convincing the Premier League’s biggest club to sign him.
At the right price this winter, Grealish could be a great fit for what Tottenham are missing, settling in as a missing piece of the puzzle in Spurs’ efforts to return to the Champions League.
