Geoffrey Richmond's woes continued on Monday as he was declared bankrupt in the wake of his departure as 'board advisor' to Leeds United.
The former Bradford City chairman was adjudged at Leeds County Court to have no real prospect of paying off debts of more than £3.3million.
Richmond last week vacated his role at Elland Road due to "personal and health reasons".
He played an integral part in aiding the consortium who took charge of the financially-crippled west Yorkshire club in a £22million deal last month.
However, fans expressed their displeasure at his involvement following the problems Bradford experienced during his tenure at Valley Parade.
A statement from Leeds last Wednesday read: "Geoffrey, for personal and health reasons, has reluctantly decided to concentrate his time and energy on his personal life. The board of Leeds United has accepted his decision and wish
him all the very best for the future.
"Geoffrey played an important role as advisor during the sale of Leeds United to the consortium and the board would like to thank him for his untiring support during that period."
Richmond was chairman of Bradford when they won promotion to the Premiership. He earned a £2.3million dividend from the club after they avoided relegation in their first season but he left Bradford 18 months later, shortly before they went into administration.
Ray Fell, chairman of the Leeds United supporters club, said: "There was a tone of resentment among fans about him coming after what had happened at Bradford, a fear of lightning striking twice.
"A large number of fans were unhappy, the chairman tried to allay that by saying he is putting nothing into the club and taking nothing out, so all we can do now is thank him for his services and wish him all the best with his private
life."