People like him often come from either poor homes or homes that did not provide many material things to the children.
He may have grown up with other children who had more. He wanted more and and the only way he could get them was by stealing.
He is likely a person who does not take no for an answer. He has poor impulse control. Throw in a little bit of inferiority complex and you have baked his sad cake.
He has stolen things his whole life and finds it hard to stop. Stealing? He feels entitled more than he feels the thrill of stealing from another.
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He is a Slyborg trying to find the[missing/defective] parts to make him complete again.
The missing parts are in his head. His parents never put the nickels in his slot for him to complete his 18 year identity tour. Put in a nickel now, you get a slug as change. He remains unfinished.
He did complete his childhood indentured servitude.
Outgrow this poor man.
Usually I like your posts and insights, but with this, I couldn't disagree more.
The reasons why people develop OCD is as varied and as complicated as anything. I developed fairly mild OCD some 25+ years ago, due to a lot of anxiety over things at that time. I couldn't for the life of me pinpoint exactly where and when it started, but I have a rough idea of the timeline. It just manifested itself slowly, and luckily for me, not in a way that affects others. Basically for me, I played a sport at a high level when I was younger, and superstitions and anxiety started to manifest at that time, due to the pressure to perform.
But that's the thing - sometimes it does manifest in ways that are negative towards others, like in this case. There's no rhyme or reason for it, other than it simply became his 'thing'. The why's are irrelevant. It just is.
One thing I CAN tell you is that it's not due to any one particular negative trait in a person. Nobody can sit here and say this guy developed this way because he was a small-time thief when he was younger, or he was in with a bad crowd, or anything else of that sort. It's logical for one to say this (because we require logic in everything), but unless you suffer from OCD or are a psychiatrist, then you really don't know, and it's all speculation for speculation's sake. We want to KNOW why somebody is the way he is. That helps us decide if they're worthy or not.
My OCD is hidden from the people around me, and I'm lucky. It doesn't really affect my life in any way other than it can be annoying at times. My wife is aware of it, but again, it doesn't affect her at all, so it doesn't matter. I now play this sport at a recreational level, but the anxiety is still there, even though the outcome no longer really matters. Sometimes it's difficult for me to fully enjoy playing it, due to the habits I developed when I was 14 and 15, but c'est la vie.
This guy's OCD, unfortunately, has a negative effect on those around him, and don't think he doesn't realize this. In fact, he's fully aware, and it becomes a vicious circle - trust me on that one. If you think he doesn't feel remorse or shame (especially shame), you're kidding yourself. He doesn't WANT to do these things, he takes no pride in it (precisely the opposite, in fact) and that causes more and more anxiety in him.
If OP doesn't want him in his life any longer, that's fine. It's hard to blame him. But for the rest of you replying in this thread, calling him names, saying he's a terrible person, f*** him, he's a bad friend, etc etc etc - walk a mile, as they say. And be lucky you don't have a mental disorder that causes such anguish in you.