So desperate to be valued and liked, that he desperately grabs at anything and everything to get the acclaim that, under normal circumstances, would signify that.
His besetting character flaws foreclose any possibility of attaining the actual approval he seeks.
And so, with his misguided approaches to getting praise and love, the harder he tries the further they are from his reach.
Adding to that tragedy is that a 180-degree U-turn is still within his reach. He could do it today, and probably get some of what he most deeply wants. But I think the most likely outcome is that he'll keep his current trajectory for the rest of his life.