Former Crystal Palace owner Simon Jordan has slammed Harry Kane and his agent brother Charlie over their attempts to leave Tottenham.
England captain Kane is pushing for a move away from north London this summer, with Manchester City set to be the club to land him if he gets his wish.
But Jordan told talkSPORT: “This whole debacle, including his statement, smacks of stupidity, immaturity, ignorance and arrogance.
“The stupidity is that if you sign a contract which gives somebody control of your destiny for six years and you don't put a release clause in there with a certain amount of money, then you're not fit for purpose in the first place.
“If you want a transfer to happen, why are you on holiday? Get your backside back to where the business is and make sure that you and your representation are over it, under it, and across it to make sure it happens.
“Make sure your messaging is central. People don't work for you, Harry – you work for them."
He went on: “This is wrapped in unprofessionalism, unrealism, and a lack of understanding of the obligations that you have upon you and how to get a deal done.
“This amateur hour and you cannot get big deals done with amateurs."