Transfer deadline day saw Dimitar Berbatov sign for French giants Monaco on loan until the end of the season, yet Tottenham Hotspur could pay the price for failing to convince the Bulgarian to return to White Hart Lane.
Despite entering his twilight years, Berbatov remains a class act. His initial spell in North London was a success, winning the Carling Cup in 2008 and scoring 46 goals in just over three seasons.
His departure to Manchester United in 2008 was bitter, but his return would have been a sweet addition for the side as they aim for a place in next season’s Champions League.
Emmanuel Adebayor and Roberto Soldado are talented, but the loss of Jermaine Defoe to Toronto leaves them short in the striker department.
Berbatov remains a maverick, capable of turning games with outrageous pieces of skill or a sublime finish.
The service from the likes of Christian Eriksen, Aaron Lennon and a fit Andros Townsend would have given him the platform to recapture the form of his first spell, having scored just five goals in a struggling Fulham team this season.
Monaco arguably needed him more, given the injury to Radamel Falcao that has ruled the Columbian out for the season, but Tottenham should have given him the terms needed to secure his signature.
Perhaps Sherwood hoped the emotional ties to the club would have guaranteed his return.
But he was wrong, and Tottenham’s loss is now Monaco’s gain. If Tottenham fail to finish in the top four come the end of the season, the failure to sign him could prove costly.
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