Serie A heavyweights AC Milan have identified one Tottenham star as a potential priority signing this summer, and they've been given some encouragement by his stance on joining Massimiliano Allegri at the San Siro.
Spurs boss Thomas Frank already faces the prospect of losing a couple of noteworthy names before deadline day on September 1.
Atlético Madrid are not easing up on their interest in Cristian Romero, according to recent reports, with Spanish newspaper AS stating earlier this week that the La Liga side are in ongoing negotiations to sign the Argentine.
Daniel Levy remains a significant roadblock in Diego Simeone's pursuit of Romero, but Atlético are very keen on signing the 27-year-old, so this could be one to watch all the way to the latter stages of this summer.
Meanwhile, Son Heung-min could bring an end to his decade-long stay at Spurs too.
Son has attracted interest from Saudi Arabia and Los Angeles FC recently, with Levy reportedly placing a £50 million price tag on the South Korean's head. An offer too good to refuse will surely strike debate among the Spurs hierarchy, considering Son has entered the final 12 months of his contract.
This window represents the final chance for them to make any money back off Son's sale, and despite his cult hero status, the north Londoners could be forced into a purely business decision.
Uncertainty also surrounds the future of Tottenham striker Richarlison, as it is believed by some South American news sources that Frank's side are actively trying to sell him after an injury-ridden campaign (Jorge Nicola).
Frank's squad could look fairly different by the start of his debut campaign in the dugout, with Milan now expressing a serious interest in left-back Destiny Udogie.
AC Milan identify Tottenham defender Destiny Udogie as top target
As per The Boot Room and journalist Graeme Bailey, the Italy international has shot right to the top of the Rossoneri's target list, and Milan are "dreaming" of signing him.
Tottenham do not wish to part company with Udogie given his first-team status, but the prospect of a return to Italy with Milan is said to be tempting the 22-year-old.
Udogie is very open to joining Milan, and having the opportunity to work with Allegri is particularly appealing to the left-back. That being said, the seven-time Champions League winners may still need to fork out a substantial fee.
The ex-Udinese starlet's agent, Stefano Antonelli, told TUTTOmercatoWEB that Spurs will likely demand a fee north of £43 million to even consider selling Udogie.
He could still have a crucial role to play for Frank as well. The tactician would need to turn to either Djed Spence or Ben Davies to fill the void left by Udogie's potential exit, unless Spurs sign a replacement, so Levy will be taking this into account amid Milan's admiration.
Udogie enjoyed a phenomenal debut 2023/2024 season under Ange Postecoglou too, with pundit Ian Wright heaping praise on the player.
“You know someone who has to get some love as well for going under the radar, Udogie," explained the Arsenal legend on his Wrighty's House podcast in late 2023.
"You watch Spurs and they have put together some players that you look at and think it’s a team that are shutting up everything. He has given them stability and a progression of the ball that is very impressive. The man is going under the radar. I cannot wait to see this guy, I can’t wait to see him live.”