Ex-Liverpool ace Jamie Carragher has told the Daily Mail that not winning a trophy under Harry Redknapp was a major disappointment for Tottenham.
Redknapp, who is currently out of management having left Queens Park Rangers back in February, took charge of Spurs for three-and-a-half years having arrived from Portsmouth back in 2008.
Redknapp's Spurs side featured top players such as Luka Modric, Gareth Bale and Rafael van der Vaart in one of the most entertaining spells for Tottenham in recent years.
Spurs qualified for the Champions League for the 2010/11 season, and got to enjoy some superb results and Inter and AC Milan, but they never got to win a trophy under Redknapp.
Even after the enjoyable spell under Redknapp, chairman Daniel Levy chose to move on and appoint a new manager in the summer of 2012, but the replacement Andre Villas-Boas couldn't land any silverware for Spurs either.
Current manager Mauricio Pochettino will be hoping to win either the FA Cup or Europa League this season, whilst some fans are even open to the idea of winning the Premier League this term, in what is one of the most unpredictable season in recent memory.
Sky Sports pundit Jamie Carragher has told the Daily Mail that he believes Tottenham need to win a trophy this season, and believes that not winning silverware under Redknapp remains a major disappointment for Spurs.
"The bottom line of football is about winning. It is what we are all in it for, the days when you see your team get something to show for all their efforts," said Carragher. "Tottenham cannot fall into this trap. The best side I have seen come out of White Hart Lane since the glory days of the 1980s was the one managed by Harry Redknapp but, for the quality they had, the disappointment must linger that they had no silver-ware to show for their talents," he added.