Paul Gascoigne – $100K
Paul Gascoigne, better known by his stage name, Gazza, was one of the most gifted football players of his period. Gascoigne began his professional career in 1985 at Newcastle United and enjoyed several great seasons there, as well as with Tottenham Hotspur, Everton, Ranger, Lazio, and Middlesbrough.
He was renowned for his extraordinary talent, and when Tottenham paid $2.4 million for him in 1985, he broke the previous record for the most expensive player in Britain. He reportedly once owned a wealth worth $24.2 million, but his post-play years were ruined by some personal and legal troubles, which brought his wealth down to a paltry $100k.