When night falls, the Allianz Arena glows red. Twice in their history, Manchester United have left the stadium in the red.
Erik ten Hag broke Sir Alex Ferguson's transfer rule with Manchester United deadline day move
02.09.2023 - 03:27 / manchestereveningnews.co.uk
Manchester United's deadline day loan of Sergio Reguilon is the first time they have dealt directly with Tottenham since 2008 after former boss Sir Alex Ferguson encountered issues with the north London side.
United were forced to enter the market in the final days as they searched for a short-term fix at left-back. Erik ten Hag had been left with Alvaro Fernandez as his only natural left-back following news of a muscular issue suffered by Luke Shaw.
Tyrell Malacia has also been absent and Ten Hag's need for experience meant he started Diogo Dalot at left-back against Nottingham Forest. The Dutchman had identified a number of loan options to approach in the final week of the transfer window, including Marc Cucurella and Marcos Alonso.
Cucurella was United's first-choice option, but the club refused to meet Chelsea's demands. Instead they made contact with London rivals Tottenham and Reguilon's season-long loan was confirmed on Friday.
ALSO READ: United complete Reguilon loan deal
It's been 15 years since the two clubs last negotiated over a transfer, with Tottenham's approach to selling Dimitar Berbatov irking Ferguson so much that he and David Gill refused to deal with the club again. United had been in talks to sign the Bulgarian all summer but grew frustrated as Daniel Levy kept moving the goalposts, increasing his demands.
Levy dragged talks out until deadline day, eventually forcing United to pay £30.75million for the striker. Ferguson later opted against bidding for Luka Modric, describing talks with the Spurs chairman as "more painful than my hip replacement".
"You can’t discuss both sides of the issue with Daniel," the former Reds boss said. "It’s about him and Tottenham, nothing more, which is no bad thing
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