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Wenger was Arsenal manager for 22 years before leaving the Gunners this summer with Unai Emery replacing him at the Emirates
In a recent interview, Wenger admitted that he made a mistake by staying in charge for so long
When asked by French radio station RTL about his biggest mistake, Wenger responded: “Perhaps staying at the same club for 22 years
“I’m someone who likes to move around a lot, but I also like a challenge. I've been a prisoner of my own challenge at times
” Winterburn was already at Arsenal when Wenger arrived in 1996 and helped the side to the Premier League title
And the defender, who made over 400 Gunners appearances, believes Wenger could have made the decision to depart earlier
“He had a burning desire in his first period, from 1996 to 2006 – I can’t see any player or supporter not being in awe of what Arsene Wenger was doing,” Winterburn said
“After that, when we moved to the new stadium, he had this obsession of trying to get Arsenal back to where he believed they should be and maybe he is talking about that period
“In his own mind he felt he was still capable of producing the teams that would go on and bring titles back
“There were almost two different periods for Arsene Wenger and it was certainly a different period when he came into the new stadium
” Wenger won three Premier Leagues and seven FA Cup titles while at the club though came in for criticism towards the end of his tenure
A ‘Wenger Out’ campaign started as Gunners fans became frustrated at the club regularly failing to compete for the league title but Emery signalled a new start with an 8-0 pre-season win over Boreham Wood on Saturday