A midfielder for the club during his playing days, Sherwood worked his way up through the coaching setup at Spurs, eventually taking over as caretaker manager after Andre Villas-Boas was sacked in December. His impressive spell in charge landed him the permanent job, and has revitalised a Tottenham side that had endured a disappointing season under 'AVB'.
But despite his relatively successful spell in charge of the club, it seems Spurs chairman Daniel Levy is looking to land a more established manager at the end of the season, with Italy manager Cesare Prandelli and Holland boss Louis van Gaal notably linked with the position after the World Cup this summer.
However, there is one man who still thinks that Sherwood should be allowed to continue his work at White Hart Lane – David Ginola. The ex-Tottenham winger says that Spurs should stick with the 45-year-old for the foreseeable future, ignoring the decorated international managers in the process.
"You can always bring in the best managers or the best names around, but why don't you trust Tim Sherwood for another three, four, five years?" he told Goal.
"I don't understand that. If he proves to everyone until the end of the season that he is capable of doing a good job at Spurs I don't know why he shouldn't have the job for another three years, at least, and work on the things he has been achieving so far."
"Tim Sherwood has nothing to prove, in a way, because he's just come from the academy, he was working with the kids, he was watching the first team play but didn't have much to say about it, but as soon as he arrived he took Adebayor from the bench and put him up front, and with Villas-Boas, having spent £100m on players in the summer, they realised that the results were not good enough."
Tonight's tie with Dnipro Dnipropetrovsk could have a huge impact on Sherwood's future - should Spurs overturn a 1-0 deficit and progress in the Europa League, it could show that the former England international can handle adversity and prove that he is the right man for the job.
However, an exit would be incredibly disappointing, especially with a top four place now looking increasingly out of reach.
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