This flamboyant fedora wearing tycoon made his fortune selling an estate agency empire just before the 1987 stock market crash. He’s now worth in excess of £100 million. Married twice to a former Miss Blackpool, his 13th century Lancashire home, Claughton Hall, was moved from the bottom of a hill to the top. He served three years in prison for raping a woman who strangely couldn’t remember in which year the crime occurred. Oyston continues to protest his innocence but with his majority stake in the prospering Blackpool F.C. and other interests, he’s got plenty else to keep himself busy.