If you talk to the prison guard while you have the ITT quest and know she is in prison, she spawns in Jump house, in the pose she appears in prison, not in the pose she appears when she is available for hire. Talking to her like this completes the quest and gives karma.

Very interesting! Apparently, you don't even need to hit the "What's the story" option. You can exit the conversation immediately and it still puts her in the Jump House.