Tottenham could use key midfielder as makeweight to land Serie A transfer target
Tottenham Hotspur are preparing an inventive approach to secure AC Milan defender Fikayo Tomori this summer, with midfielder Rodrigo Bentancur potentially becoming part of the transaction.
Fresh reports from Italy suggest Spurs may use the Uruguayan international as a makeweight in their renewed pursuit of the English center-back after failing to land him during the January window.
The North London club’s interest in Tomori is nothing new. Tottenham attempted to bring the former Chelsea defender to the capital earlier this year, only for the player to reject the move.
With Milan now reportedly willing to part ways with the 27-year-old for around £26 million, Spurs are devising alternative strategies to finally get their man. Italian outlet SpazioMilan reveals that Tottenham could offer Bentancur as part of the deal, capitalizing on the Rossoneri’s apparent interest in the midfielder.
Bentancur’s situation adds intrigue to the potential transfer. The 27-year-old enters the final year of his contract this summer, and while Tottenham have initiated discussions about a new deal, no agreement has been reached.
Milan manager Sergio Conceição’s reported admiration for the Uruguayan could give Spurs leverage in negotiations, creating a scenario where both clubs address key needs through a single transaction.
Tomori’s potential arrival would significantly bolster Tottenham’s defensive options. His Premier League experience, combined with regular Champions League football at Milan, makes him an attractive proposition for a Spurs backline that has lacked consistency.
The England international’s pace and ability to play out from defense align perfectly with Ange Postecoglou’s tactical requirements.
For Bentancur, the move could represent a fresh start after an inconsistent spell in London. While showing flashes of his quality since arriving from Juventus, injuries and form fluctuations have prevented him from establishing himself as an undisputed starter.
A switch to Serie A might reignite his career at a club where his technical qualities would be valued.
Tottenham face delicate negotiations on multiple fronts. Securing Tomori’s signature while managing Bentancur’s contract situation requires careful balancing.
The club must decide whether to push for the swap deal or focus solely on extending the Uruguayan’s stay, particularly with other European clubs monitoring his availability.
This potential transfer exemplifies Tottenham’s need for defensive reinforcement while highlighting the tough decisions facing their midfield department.
As the summer window approaches, the Tomori-Bentancur saga could emerge as one of the more intriguing player exchanges between England and Italy, with both clubs looking to reshape their squads for crucial upcoming campaigns.
The coming weeks will reveal whether Tottenham’s creative approach pays dividends or if they’ll need to pursue alternative targets to strengthen their backline.
One thing remains clear – Postecoglou’s rebuild requires defensive upgrades, and Tomori’s profile makes him an ideal candidate if the finances and player exchange terms can be aligned.