Sheringham voiced his disbelief over chairman Levy’s decision to end Pochettino’s five-year tenure, which culminated in a historic Champions League final appearance.
Speaking candidly in an interview with Casino Hawks, Sheringham said, “I still don't know why they got rid of Mauricio Pochettino in the first place. I think he was the right fit for Tottenham."
Sheringham believes Spurs missed a vital opportunity to push forward following their Champions League final against Liverpool. Instead of strengthening the team, the club remained stagnant, and that, he says, was a fatal error. Quoting the wisdom of Sir Alex Ferguson, Sheringham added, "I think back to the time when they played in the Champions League final against Liverpool and then after that there was no movement in the transfer market to really enhance the club.
"Sir Alex Ferguson always said if you stand still with the players you’ve got – you're falling behind. So you always need to keep striving to be better. That wasn't the case with Tottenham at that particular moment. They just didn't look to go further. Whether that was Pochettino’s idea of not wanting to buy anyone or Daniel Levy's that he didn't want to spend any money on new players, who knows? But it's definitely a time when you need to enhance the squad, when you're doing well."