For the "Chores for money" question, here's a suggestion:
Find with him something he would really like to have, such as a CD, or a current video game.
Plan with him different chores he's expected to do and write them down asa list on a sheet of paper with a vertical progress bar beside it.
For each chore done, the bar gets darkened/filled in.
Once the bar (a drawing of a thermometer works great with kids) is full, you can both go out shopping to get the "prize" as soon as you can. This helps the teen learn to plan his time, accomplish tasks in view of an objective, gives you both a chance to spend some time together when you go out to get the "prize", and yes, it even allows you the opportunity to keep an eye on what interests him personally.
Some will argue that this is a very capitalist approach, but I still think work should be compensated - if not with money, then with special privileges.
An allowance could also be given on top of that, but in an amount where he could not indulge any vices. https://forums.windrivers.com/images.../2005/03/1.gif
On another topic, I would strongly recommend you find a male figure to interact with him on a regular basis. An uncle, a grandfather, a trustworthy friend - anyone who could assist in giving that boy a more positive image of himself as a young man.
He's more than likely already struggling with the abuse he's suffered and needs to have positive male reinforcement to prevent his seeking approval or self-worth in any given peer group who can lock in on his need.
As a youth leader, I've seen it happen way too often where a youngster lacking self confidence found himself involved in gangs or other questionable activities just because he/she did not receive what they needed at home. This kid already has a couple of strikes against him. He's going to be very needy, even if he doesn't verbalise his needs to you directly.
I don't say this to be offensive, but this void is something you and your mate simply cannot fill. Just like there are some needs I just can't cope with when it comes to my daughter.
Good luck
