8. Chris Sutton
A former Premier League title winner, the England international was once the most expensive British footballer when he cost Blackburn £5m to secure his services from Norwich. However, later on in his career Sutton was fooled by a bogus get rich quick scheme and found himself out of pocket to the around £150,000.
7. Celestine Babayaro
Babayaro was once a regular in the Chelsea first team, and when he wasn’t he became a regular in Newcastle’s first team. A seasoned Nigerian international, he lost a truck load of cash over the course of his career and whilst with the Magpies he was hit with a court order in Croydon and wracked up a crippling debt that followed him around for the rest of his career.