Again as a character he tends to go for what people's psychological weaknesses are (the times we see him torture/interrogate people and they die without giving him information are he actually wants them to die). he talks about "quick, psychological strokes" and how the the people he broke "gave up everything". As such, he tends to adapt his methods to the individual but does note that the hardest person to break is the one that's lying to themselves. He would look for her psychological weaknesses and go target what he sees her most vulnerable points. When he's done he'd again, probably just kill her and talk to the others about pooling information.

Again, thank you for your patience! it is difficult for me to say exactly what he would do because of how versatile he is with interrogating people and how he adapts to the person in question.