Daniel Levy is notoriously a tough negotiator and one agent has said any player who tries to hold the Tottenham chairman to ransom will not win.
Levy has a reputation for extracting the maximum value in transfer deals while historically keeping players tied down to long contracts.
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Daniel Levy has been Tottenham chairman since 2001
Think back to when Real Madrid had to pay a then world record £85.1million for Gareth Bale in 2013.
That no longer appears to be the case though with Christian Eriksen, Toby Alderweireld and Jan Vertonghen all entering the final year of their contracts and there is no indication they will sign new deals with Tottenham.
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Christian Eriksen is entering the final 12 months of his Tottenham contract
All three could sign a pre-contract agreement with an overseas team in January if they intend to run down their contract.
Eriksen even spoke of his desire for a new challenge and was perhaps trying to force a move away from the north London club for a cut price fee.
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It is believed Levy was still demanding a transfer fee somewhere in the region of £100million before the Premier League transfer window closed on 8 August, with Man United reportedly interested. The player may still leave, however, with Serie A’s window closing on 23 August and LaLiga’s on 2 September.
Next summer, Danny Rose, Eric Dier and Moussa Sissoko will all be in the same situation.
One agent, who was not named, told The Times the players will not win if they try and go toe-to-toe with Levy.
The agent said: “Daniel is never pushed into a corner. He is not the type of person who will crumble. He is unruffled.
“He will not let Eriksen leave cheaply just because he would otherwise be free. If a player thinks he can hold him to ransom, he won’t win.”