Against my better judgment I'll let you walk out of here.
And with a question mark against his judgment in the transfer market.
"It's against my better judgment to tell you anything, but you'll have to at least give me her name."
I went against my judgment and kept up his work.
He began, against his better judgment, to feel sorry for her.
It was against his better judgment to deal with such men.
Then, very slowly and much against my better judgment, I looked up.
Oh, yes, I know it was against your better judgment in the first place.
She had let me go once against her better judgment, and wasn't about to do it again.
Very much against my better judgment, I'm going to let him.