There is one thing supporters find more frustrating than cashing in on their star player.
And that is cashing in on their star player at the last minute.
Doing so gives club and manager no time to buy quality replacements, if any at all. Look at the mess Liverpool got into in 2011 trying to replace Fernando Torres at the last minute, spending £35 million on Andy Carroll. They would have been better off keeping the money.
One chairman who has made it an unfortunate character trait of his over the past few years is Tottenham chairman Daniel Levy.
In 2008 he caved in and sold Dimitar Berbatov minutes before the transfer window closed, pocketing £30 million in the process.
And then last season after allowing the Luka Modric saga to drag on all summer long, he sold the Croatian with days to go, leading to a deadline day panic which saw the club fail to sign Joao Moutinho after third party involvement made it too complicated to complete at the last minute.
So with weeks to go, we have taken a look at who will be this summer's Daniel Levy... including the man himself.
Liverpool owner John Henry has made repeated assurances over Luis Suarez' future, adamant the player will not be sold to Arsenal. If a huge offer came in from Real Madrid could that change? It is very possible. Reports from Uruguay overnight have changed the landscape of this saga, with Suarez said to be keen on staying. It would take now an even more dramatic turnaround for Liverpool to cave in then, especially selling him to Arsenal. Gooners may feel this one still has legs, but we don't see it. It's the Bernabeu or Anfield, and realistically, staying on Merseyside is most likely.
Manchester United's new CEO needs a strong start after taking over from David Gill, and in the transfer market so far he has not had one. No major signings acquired, so the vital next challenge for him not to flunk is the battle to hang onto their most expensive players. United have maintained all along that Wayne Rooney is not for sale, and are prepared to deal with any consequence of that stance. Selling him to Chelsea would simply be self-defeating. This one looks unlikely it has to be said.
Daniel Levy said in his programme notes of the season's final game that it is essential Spurs hold onto their key players. And the chairman of Tottenham has been determined thus far to stick to that. However as end game approaches, fans are getting more and more nervous that history may repeat itself. Real Madrid are trying to haggle for Gareth Bale, offering various players in part-exchange to counter the amount of cash required for the Welshman. The likelihood is that Tottenham will not change their stance, but there will be no surprises if they do accept a world record offer at the final minute.
Which of the three do you expect to go back on their word and sell up? Will Levy do it again?
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