Mauricio Pochettino is about to oversee his fifth full season as Tottenham manager but the Argentine is yet to win anything since joining from Southampton in 2014.
The 46-year-old has taken Spurs to the next level with regards to blooding world-class players and helping establish the club as a recurring team in the Champions League.
But the lack of silverware is now a major concern, with Pochettino's side challenging for the Premier League title in two of his four seasons in charge, and reached the semi-final of the FA Cup last term.
However, Berbatov, who spent two years in North London, has suggested that it will only take one trophy to open the floodgates for the Lilywhites boss.
"It's about time they should win something," he told Betfair.
"I've said this before, they have everything they need; new training ground, soon the new stadium, a great boss, a great team, the only thing they're missing is something to show off for it.
"When they get that winning mentality with a cup or something similar, then they'll have more hunger for the bigger titles."
Another season without silverware and you wonder what the future holds for Pochettino.
He has been a remarkable appointment for Tottenham but there will come a stage when they have to progress to the next level and time will tell whether they can do that under him this season.