No way I make thoe laydowns you talked about in your first post. Those situations are just way too exotic to worry too much. When I lose there, I drop a stack. When I win in the same situation, I make a stack. Its break even.
I suggest you look to more common situations then that for your leak.
I used to belike what you're describing when I played 50nl. I just didn't feel 'comfortable' paying there. After I played about 15k hands though I was pwning it like it was 25nl. You'll get there.