Jamie O’Hara believes Tottenham have made a huge mistake by letting their key players’ contracts run down.
Christian Eriksen, Toby Alderweireld and Jan Vertonghen can all leave White Hart Lane this summer on frees with their deals set to expire.
Should the trio depart, then Spurs will not only be losing three key players, but the club would lose out on millions of pounds in transfer revenue.
And O'Hara is annoyed that his former club are doing the same thing Arsenal have been widely criticised for, with Alexis Sanchez and Aaron Ramsey both leaving the Emirates on frees after running down their contracts.
“I think that is the biggest problem Spurs have got,” the former midfielder told talkSPORT .
“You’ve got Vertonghen, Alderweireld and Eriksen who are going to leave; they are going to go for nothing and might even go in January if Tottenham feel they need to get rid of them and make some money.
“That is a big problem.
“I’m so surprised that we’ve allowed this to happen because, truthfully, this doesn’t happen at Tottenham.
“Knowing Daniel and how he works, he will always give an extension and add another extension two years down the line so you’ve always got these players, because they are assets to the football club.
“You are losing three huge assets for your football club who could truthfully fetch you, in the right market, £100million.
“I gave Arsenal a load of stick for this when they let Ramsey go and let others go for nothing, thinking how can they let these players’ contracts run out?
“But now Tottenham are about to let three of their biggest players go for nothing. It’s crazy!
“We sold [Kieran] Trippier and didn’t replace him and now we’re going to lose our two centre-halves as well so we’ll need a whole new back four!”