Well he did go back and revise a lot which tends to indicate an overthinker, which from experience leads people to burn out. You should just move forward and save the better ideas for the next game. "Perfect" is always an enemy of "good enough".
I can only imagine what could've been with Leanne. To me she's one of the more beautifully made characters in any game, couple that with being teased that she's the most hardcore of them all, she could've been perfection for me.