I too was thinking that they never truly live on the streets. they like comfort and will find it someplace. do not picture him under a bridge someplace.
sounds like he is wrestling with himself. may the best man win out. if he is sincere and will turn himself in, then you can back him up. I did that with ant. he turned himself in and from that day over two yrs ago...he went on a journey with me as support. the day he turns the other way again, he will no longer have my support. I only give a hand up when they are also reaching up, not down.