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#2 Jack Wilshere
Perhaps the saddest story of them all, Jack Wilshere was the most promising player of them all. After an incredible display in a Champions League match against FC Barcelona in February 2011, Wilshere was dubbed by the media 'the midfielder we've been waiting for.'
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Not only did people believe Wilshere was one day going to be one of the top midfielders in the world, many had high hopes for him to one day step into a captaincy role for both club and country.
Undoubtedly talented, Wilshere's injury history is as bad as any, only managing above 20 Premier League appearances on two occasions in seven seasons after signing this contract. Whenever there seemed to be a revival in his career for Arsenal, just as hopes would reach a new high that he would one day become the midfielder all fans once dreamed about, he would be hit with yet another injury keeping him out for months time and time again.
After the 2017/18 seasons, with the departure of long-serving manager and mentor Arsene Wenger, new manager Unai Emery decided to release Wilshere from his services with the club after 17 years of faithfulness.
