But Dean can.

[It's not even a question.]

Then my brother knows you? What do you think he's going to tell me when he find out I talked to you?

[It's worth knowing what to prepare for, because Dean was good at making snap judgements, at ignoring the grey between the black and white.]

But we went about it in different ways? And whatever I was doing...I screwed up somewhere. Made the wrong choice.

[A guess, but he's pretty sure he's right.]