
36. Steven Gerrard
Gerrard is one of Liverpool’s greatest-ever players. The midfielder came through the academy and became the first team’s captain. He provided a stream of iconic moments for the club. But he also attracted the eyes of other teams because of his brilliance. Meanwhile, Liverpool didn’t have the roster to compete with the best in the league. Nor did they have as much money.

In 2005, fans burned Gerrard’s shirt because they thought he was going to join Chelsea. Jose Mourinho made no secret of the fact that he wanted the Liverpool star. In the end, after one of the most dramatic contract holdouts in Premier League history, he signed a new deal. Gerrard never played for another English club but joined the L.A. Galaxy at the tail-end of his career (via TalkSport).