” He’d love to see her in jail.”
Ain’t gonna happen. The closer she was dragged to those grey walls, the more she would be making threats to her crime partners to take them with her, and that includes The Bent One, himself. She wouldn’t have to fight, they would be fighting tooth and nail for her.
“Ain’t gonna happen” isn’t the same as he’d “like to see it happen”. Deep in his dark little heart of hearts, I think if he was rid of Hilly, he wouldn’t be too sad about it.