i remember that type from college and school, not a lot you can do. But i am with Max on this, chuck him out, let him fend for himself and learn he needs to earn money!
I had loads of summer jobs when i left school at 16, Tesco's, Currys, local corner shop, 2 years later i was a marketing excutive part time, £5.50 hr + commision, at the time (2002) damn fine wage for someone my age.
The drop out on my college courses was amazing! I started a GNVQ ICT course, 35 people started it, 6 completed it! (still really good mates with 1 of them)
Second course was a BTECH National Diploma in Computing, again, 70 people started, course was split into 2 classes, not enough computers for all. 9 people completed that one, from 75!!!

I used the UCAS points from that ND to get to Uni, no A levels play off for me.
To be fair, i never knew what i wanted to do either, but i did know it would involve computers because i was good with them, i was not the brighest spark at school, only got 1 GCSE grade C, rest were D's and E's
But still graduated from Uni! on a 2:1

So just goes to show... he needs to find something he enjoys, i never felt using a PC was 'work'
Any ideas what what he enjoys?