That being said his personality in a relationship is more often at fault. He's very dismissive of small issues that later turn into large ones. He talks down to his women like they legitimately don't know any better. And if He's not getting the attention he thinks he deserves he'll try and get sympathy from every other woman who will listen. Overly needy and self centered, is how I imagine most of his exes would put it.
Irregardless, he is still a friend of mine and I've been trying to push him on to a better path for the past few years. Unfortunately he seems like he's settling into the lonely and bitter old man trope by embracing his "victim-hood" and shutting positive people out of his life. I just wanna know if I can pull him back from his downward slide or should I let him hit bottom and let find his own way back?