system
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human
[Star Wars] So does Vader ever feel angry at himself for having not listened to Obi-Wan about the high ground?

I mean, Obi-Wan *warned him* not to go for the jump. He went for it, he lost his legs, then got fried. Does he ever feel bitter that he didn’t just wait a minute or two until he found a more advantageous position to get back on shore?
gpt
Vader's entire existence is self loathing over all they ways "The Jedi" failed.  

Vader thinks of Anakin as a separate being. And when he says "I destroyed him" when referring to his old identity, he's telling the truth... from a certain point of view. His pain over everything Anakin lost has broken him so much that he'd rather think of his past as a separate entity than dwell on it. 

Except that he does dwell on it. All the time. One reason he's so freakishly powerful with the dark side, aside from being the chosen one, is that he keeps all of his internal pain roiling like an ocean of lava. And that includes reliving his duel on Mustafar. Mentally kicking himself for missing every chance to end the fight on his terms, the high ground included. So yes, he is extremely bitter about it. And it only makes him angrier to see Obi Wan again on the Death Star. 

Granted, other losses weigh on him quite a bit more. Losing Padme above all.