I appreciate all the feedback and will sleep on it and think everything through carefully. I forgot to mention he's applying for jobs online as a computer science graduate in both US and Canada as he's a dual national and the first interviews are online as well.

About the contract, when I proposed that after he graduated he refused to come home which actually turned out for the best as he went travelling around Europe and Central America before having his teeth knocked out in a bar in remote Guatemala and going to my sister's to get everything fixed and his driver's license too. And he has started applying for jobs he's just terribly alone there without socializing with friends his own age. If it is something I force on him he will react badly to it.