Tottenham's Champions League dream is over, and Curbishley has questioned the business they did in the summer.
Tottenham's Moussa Sissoko
Alan Curbishley has told The Alan Brazil Sports Breakfast show on talkSPORT that was broadcast on November 24th 2016 that Tottenham made a mistake spending the money they did on Moussa Sissoko this summer rather than on another striker.
Mauricio Pochettino's men are coming to terms with the fact that their hopes of remaining in the Champions League beyond the group-stages are over following their defeat to Monaco on Tuesday.
And Curbishley has suggested that the club's decision to spend £30m on the former Newcastle midfielder (via Sky Sports) was a costly mistake.
Tottenham manager Mauricio Pochettino
"Pochettino's been talking about the thinness of the squad and when you see Harry Kane go out injured for five or six weeks, it shows you really that perhaps they should have invested in a marquee centre-forward to go alongside Harry Kane or even put pressure on Harry Kane because at the moment, I think that squad is thin," he told talkSPORT.
"They spent a lot of money on Sissoko. Perhaps, they should have put that towards trying to buy a centre-forward. When Harry Kane's missing, they haven't got that cutting edge."
Though it would be unfair to lay the blame for their current form solely at Sissoko's door, it could certainly be argued that he is yet to justify Tottenham's decision to sign him in the summer, let alone spend £30m on making a deal happen.
The Frenchman is yet to contribute a goal or assist in the top flight or Champions League since moving to White Hart Lane.
His form is one of the reasons that Tottenham find themselves having scored eight fewer goals than the lowest-scoring team currently in the top four, so Pochettino may well now be regretting not using the money to bolster his striker options instead.