In my opinion Dean is a pretty cool guy...
Why do you think that just out of curiosity?
I mean from the very beginning he acted like a grade A jerk. He tried to ruin Sinclair for no other reason than jealousy. He used Vera like two dollar [censored] and fed her addiction just to pull a successful man down to his level. He could not be happy with his own success and had to make it his mission to pull Sinclair down from his pedestal for no other reason than he was a hater of people he thought were better than him.
He tried to use you as his little errand boy having no clue on the destroyed earth as to how skilled or trained you were and how far you had come prior to being there.
He was a grade A piece of crap that deserved everything he got in my game.
What about him did you find as a redeeming quality?
Basically why do you find womanizing haters cool