"Unsure if I should continue"

How do you feel about your SO not having a job??? I've been dating this guy for 8 months. In our whole 8 months he has only had one job which he worked for four days and quit. He's still young and not sure about what exactly he's wanting to do so I try to encourage him to think about the things that he like to do, and if he doesn't want to work, then go back to school. He's twenty-four and Im twenty-six. I work everyday. Sometimes I cancel dates with him because of work. He's a very nice guy who I believe loves me, but I don't know how much longer I can do this. I need to know that I will not only have his emotional, physical, and mental support but also his financial support if I need it. Other than this one issue, he's the perfect guy. He does do things for me but I never ask because of him not having a job. I don't wanna sound unappreciative but it's never nothing expensive. I mean I'm not materialistic or anything like that but I want him to spend big on me sometimes. Please don't be rude!! I don't want to get upset with a stranger!! Being mad at you won't do me any good because I can't put my hands on you. Thank you in advance!!!!