Great advice everyone. Wow.. some great stuff here. I actually read some of the responses right to my mom. I think she's getting the point that she needs to lay off a bit and let him figure it out on his own. Thanks again.. I'll update you guys down the road if something goes good or bad.

The stupid thing is that today, his girlfriend took back a 140 dollar dress that he got as part of her 1 year anniversary gift.
: Man.. he doesn't see the light at all..