#2 Paul Gascoigne
Paul Gascoigne is regarded by many as one of the greatest, if not the greatest, players to ever emerge from England. Nicknamed Gazza, the forward’s skill and deft touches set him apart from his other contemporaries. His amazing performance in the 1990 World Cup, held in Italy, was one of the highlights of the career.
However, the former Rangers and Tottenham Hotspur man was a ‘bad boy’ off the field. He was often in the news due to drug addiction, and his struggles with alcoholism. These plunged him in and out of rehab, as his health continued to deteriorate.
Worse off, Gazza ran into huge debts, as he owed the tax man more than $400,000. For all of his career successes, he ended up filing for bankruptcy twice – first in 2008 and later in 2011. Gazza may have been a great player, but his life after football was not as glamorous and desirable, as he became broke.