What happened to firing him?!?
I am still concerned about that painter! ...
The hold harmless might not stand up in court. In some ways it is like a person who's dog bit someone. The dog-owner had put up a "Beware of Dog" sign.... in court it was seen as an admission of the awareness of the dangerousness of the situation and made the dog-owner, in this instance, liable because of the admission of awareness by posting the 'beware' sign. Lawyers!!

You are leading this horse to water... I hope he will drink!
keep us posted and good luck!
ECHOES