Jimmy Sabatino, one of Florida’s most notorious and prolific conmen, was recently convicted to 20 years of solitary confinement, after pleading guilty to running a $10.4 million (USD) fraud. He was already in prison at the time, but managed to run a successful racketeering operation with the help of associates on the outside. During his trial, Sabatino told the judge that he cannot stop himself from committing crimes, and requested that he be sentenced to solitary confinement at Supermax, one of the toughest prisons in the US. He claims that the lack of human contact is the only thing that can stop him from conning people.
Sabatino, who has spent most of his life since age 19 behind bars, was serving a sentence at the Federal Detention Center in Miami for violating the terms of his supervised release, in 2014, when he came up with an idea of another con, from inside the prison. He somehow convinced two correction officers at the detention center to smuggle 5 mobile phones for him, which he used to call victims and associates on the outside. Both officers lost their jobs, but neither of them faced criminal prosecution.