After a long day cleaning the new venture with Anna, Jack dragged himself upstairs, but before he made it to bed, Katie wanted his opinion on her collection. After a few minutes with the raven haired beauty, Jack came alive, and they spent some late-night quality time together.

The next evening, they attended a stuffy fundraiser to keep Connie sane. Their attempts to not cause a scene go poorly with Anna playing up their relationships and a rebellious foursome ending spectacularly.