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Why Manchester United Eventually Lost Out in Their Move for Tottenham Bound Sergio Reguilon

Sergio Reguilon

According to reports from Marca as per the Metro, Manchester United are very eager to add a left-back to their ranks before the transfer window slams shut and had zeroed in on Sergio Reguilon their top target this summer, but where eventually held back by Real Madrid’s demands.

The Spaniard spent last season on loan at Sevilla. He made the most of his loan spell and has managed to impress many elite clubs across Europe. Reports suggested that Sevilla where keen on re-signing the full-back while other clubs in the running included Manchester United and Tottenham.

Sergio Reguilon has returned to Real Madrid and is recovering from an ankle injury sustained during Spain’s 4-0 win against Ukraine earlier this month. United where said to be favourites to sign the Spanish international with Ole Gunnar Solskjaer making the £27-million-rated defender his next priority, having already signed Donny van de Beek from Ajax.

Sergio Reguilon
(Photo by Ina Fassbender/Pool via Getty Images)

However, any moves for the left-back eventually failed to materialise as United where hindered by the fact that Los Blancos where insisting on injecting a buy-back clause into his contract, according to the Mirror. The Spanish champions wished to have the first refusal, at a set price, to any approaches for their player should they allow him to sign for the Red Devils and this is what eventually scuppered his move to Manchester United with the fullback now reportedly on the verge of signing for Spurs according to the latest update by Fabrizio Romano.

United’s transfer negotiator Matt Judge had been in talks with the full-back over a potential move to Manchester but an official bid was never submitted to the Spanish champions and a difference in opinion over these key issues has led to the move failing to materialise and the player subsequently heading off to Premier League rivals Tottenham Hotspurs.

Real Madrid used the same tactic for the transfer of Dani Carvajal to Bayer Leverkusen a few years ago and it turned out to be a great decision on their part. Sergio Reguilon is a talented player and their attempt to insert a buy-back clause into his United contract is just another way to have no regrets over his sale. Something which Tottenham and Daniel have seemingly agreed to without too much fuss.

The Spanish left-back impressed during his loan spell at Sevilla and helped them win the Europa League this season. However, he is not a part of Zinedine Zidane’s plans for this season and falls down the pecking order behind Marcelo and Ferland Mendy.

Nonetheless, the La Liga giants where wholly adamant about having first refusal for their man and this made things difficult for the Mancunians as they where unwilling to enter such an agreement with Real under these conditions. Giving the selling party first refusal means the signing club might lose the opportunity to make a big profit on the player in question, should he be a success, or lose him at an unexpected point in time. Neither of these certainties where something that United wanted to involve their permanent players in which is why they are reported to have walked away from the deal despite agreeing on the price.


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The Old Trafford outfit’s interest in Sergio Reguilon stems from concerns over how reliable Luke Shaw and Brandon Williams are, from a long-term perspective. Shaw suffers from consistency and injury issues while Williams is still too young to wholly rely on him. Given the conditions, agreeing to a buy-back clause on their new target certainly goes against any logical sense.

United had made their interest pretty clear, but Real Madrid’s insistence on dictating the terms is what eventually led to a breakdown in talks. At the end of the day, this seems like a sensible decision on United’s part because from either a business point of view or a team building POV, the deal simply did not make sense.

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