very interesting! and I mean it makes sense, doesn't it? bailey being the one "in power" I feel like that's something whitney would strive to have. I think it's easy to mistake whitney as a delinquent who hates all authority, and it may be true to some extent, but the powerplay aspect of it definitely intrigues him.
i think it would be a very interesting dynamic to explore with a defiant pc, but peachy is a different story. bailey couldn't find a single thing to complain about besides her obnoxiously peppy personality. she's always on time with payment, has never shown signs of rebellion. she's like the perfect orphan in their eyes, although they probably wouldn't say that to her face.
and EVENT SPOILERS but even when whitney and bailey made a deal it was over peachy more than anything. the fact that he finds bailey aspirational probably isn't a confict of interest to her. but now I wonder what bailey really thinks of whitney, and if my hunch is correct and they have ulterior motives... and I am very curious how that storyline plays out!!!