I am frustrated as I really think he could work and pull his life together.
actually think he could get his act together and work--at the very least volunteer, job train, work part time.
I also think that this gov't disability has gone on FAR too long and he COULD be getting his life on the right track. I can't believe he's OK with just living in this crappy little apartment for this measly cheque each month.
It doesn't matter what you think, sorry to say. It's what he thinks that counts. He is a grown man who will do as he likes. I think you are judging him possibly unfairly too. He is on disability for a reason. Personally I'd not bother with writing a letter. It is a waste of a tree. He won't get it. My feelings is to take your focus off him and back to your own life. If he asks for money the short answer, as has been said, is no. You don't have to justify, explain or get into arguments with him. It's your money.