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#2 Mikael Silvestre
Arsenal fans will not remember his name fondly and it’s safe to say he was one of Arsene Wenger’s worst signings in his time at the club. Mikael Silvestre signed for United in 1999 from Inter Milan and the Frenchman went on to spend 9 seasons with United winning five league titles, an FA Cup and a Champions League.
Despite making 361 appearances during his long spell the player was not always a regular starter under Ferguson and sought adequate game time.
When Arsene Wenger and Arsenal came calling in 2008, he didn’t hesitate, signed for the Gunners in what was considered a weird signing to strengthen the core of his central defence. Wenger must have known he was taking a gamble on Silvestre given his shaky reputation and his age and turned out to be a terrible signing.
Silvestre ended up making only 43 appearances over the course of two seasons with the Gunners eventually leaving for Werder Bremen. The Frenchman was the first player to play under both these great managers.
