The 33-year old – who recently joined Coventry on an emergency loan deal – rose through the Hammers academy, alongside Michael Carrick, and made his debut aged 17 back in 1999.
He went on to appear 126 times, scoring ten goals, before moving to Chelsea in August 2003 where he stayed for the bulk of his career.
When reflecting on his fondest memories of Upton Park, he cited one of his earlier moments of his career as the main one that sticks in his mind.
“I’d probably say the Youth Cup Final (in 1999). I think that was extraordinary and I don’t think it’s ever been matched; the amount of fans who came to watch us and spilt onto the pitch (at the end).
“It was a special group because we’d played together since we were 11-years old and that doesn’t happen now.
“That was the highest achievement in youth football in this country and to do it at Upton Park in front of a full house (was special).”
Of his senior games, the talented midfielder picked out what has gone down as one of the most entertaining games in Premier League history.
“The 5-4 game against Bradford - that was an amazing game. I still see that on the telly now, it was one of the most exciting Premier League game of the last twenty year,” he added.
Cole ranks as arguably the most naturally gifted to emerge from a West Ham academy that has produced the likes of Rio Ferdinand, Frank Lampard and Jermain Defoe in the recent era.
He never quite reached the heights his early promise suggested he would, but he remains among the most talented footballers England has ever produced.