Harry seems v impressionable & co-dependent. He used to hero worship William (and also Kate) – there are clips of young adult him gushing about how William is the only person who can understand him, etc.
Given his impressionability, if only he'd met a better "mother figure", to put it a bit grossly, his life could have been much happier and better.
I don't think it's just bad luck that he met Meghan though. Some of the Meghan haters are crazy with the conspiracy theorists, but I think it's reasonable to say she deliberately engineered her way into his life, once he happened to be in her orbit.
She got her friend to set them up and up till now still pretends she didn't know who Prince Harry was (had to ask "who's that?") because she was American, had never Googled Harry, etc.
This was despite her blogging about Kate and Wills' wedding before that – specifically talking about how she dreamt of being a Royal Rebel rather than a Princess.
Also, before she and Harry met, she had an interview before they met where she was asked to choose between marrying Harry and William, and she chose Harry.