He needs to find a social services office that can help him get organized and take care of his personal responsibilities. It's completely his fault that he's in this mess, but he probably has some kind of personal/mental health problem that requires assistance.
The one thing nobody should do is simply send him money or give him a job, since there's nothing on this page that indicates he won't go back to exactly the same thing he's been doing for the past 10 years.
(Also, 1600 rent? what the fucking fuck? dude needs to go sleep in a shelter and use that money to get a thrift store interview suit and pay off his bills)