Thanks everyone for your input. I am talking to his father about the coverage for his son who is in prison and he would be the owner and payer. I would just need the signature and the RIGHT company that would insure him. I will start making some calls to underwriting. Monumental requires you to be present with the applicant thus I would have to go to the prison. Not exactly what I want to do.
Sounds like you've never been inside of one of these fine institutions. You would not be permitted to enter as a visitor with one slip of blank paper or pen let alone a legal form. Not happening. They monitor every move.
You could contact the institution and inquire about the proceedure for an inmate to sign a contract; this may require an Atty to present the forms for inmates signature in person; depends. I think you can see that this is not as feasible as it sounds on the surface.