Rock Bottom?

How do you know when you have hit bottom? It seems that since I have been with J he has had nothing but problems......now I don't know that this all started with me or if it's just because I didn't know him before. He is currently on probation for a bar fight he got in to last spring but it is not felony probation so he has less restrictions. However, he seems to have pretty shitty luck. He's been pulled over numerous times since we have been going out. Each time he's been ticketed for not having a valid drivers license. He still has his Texas license but is supposed to have an Idaho license by now. Last night he was on his way to see me and got pulled over again and this time they arrested him because of his license. His grandma got deathly ill a week in to our relationship and he had to go to Texas for a week. He had $500 some odd dollars stolen out of his bank account and his bank won't do anything for 6-8 weeks. So how do you know when to cut the cord. I'm a person who has never been in trouble with the law and never want to, most I've ever had is one speeding ticket. Sometimes I wonder whether it's worth it or not.....whether it's just luck or him. I hate second guessing my feelings and things that people say to me......I hate not knowing whether I can trust them or not. I always get screwed when I give people the benefit of the doubt. If I ever get the chance to see him again (since I haven't seen him all week) I guess I'm going to have to sit down with him and try to figure this all out.