This is actually very frustrating and was partially hindering the progress with my pet assembler.

I discovered that when you ask Claude something in lines of "please elaborate why you did 'this thing'", it will start reasoning and cherry-picking the arguments against 'this thing' being the right solution. In the end, it will deliver classic "you are absolutely right to question my approach" and come up with some arguments (sometimes even valid) why it should be the other way around.

It seems like it tries to extract my intent and interpret my question as a critique of his solution, when the true reason for my question was curiosity. Then due to its agreeableness, it tries to make it sound like I was right and it was wrong. Super annoying.