Yes, you are enabling him and he will definitely become helpless in future and might get into the wrong side. Instead of writing a resume and looking for his job. You need to talk to him as well as your daughter seriously. Without letting the things down, just ask him a few questions about his future plans and the way how he will achieve his life goals. Just share your experience with him. Try to turn the situation, despite caring him, ask him to help you. I am sure he will definitely be on the right path one day.