I feel like this is something people have to consciously practice and remind themselves of.
I work for a civil liberties organization. Yet a few years ago two patrol officers in a train station in New York managed to interrogate me using a classic "good cop, bad cop" method -- about photographs that I was taking. I felt especially weird about this afterward because I had been reading news articles about people's legal right to take photographs in public places.
Apparently, my theoretical desire to assert my rights in an interaction with law enforcement somehow wasn't borne out in practice, and their interrogation methods are incredibly effective.
One thing I found striking when looking briefly at the linked transcript of the interview with Reality Winner is her concern for her pets. Making sure that her pets are properly taken care of is something that she needs from the agents and that's outside of her control in this situation. They don't explicitly bargain about this, but it seems like it's one big reason that she wants them to see her as cooperative.