Something I realized about Ruby's Oxford program recently is that she not only chose it because it was easier to get into, but also because she has always avoided difficult conversations and topics regarding the present. Ruby has never been the kind of person to engage in social justice (which is fine and not everyone has to make that their social media platform), but there is something intentional about the way Ruby weaponizes her place in academia. She can only ever be "intelligent" and an "academic" as long as she's inhabiting a world where whiteness, generational wealth, and access to connections that give her advantages over others.
I mean, we saw this when she somehow got a unique opportunity to "help" the Emily Dickinson Museum with their social media, while this type of volunteer opportunity wasn't available to others on their volunteer website. She refused to explain how she got this opportunity and basically gate kept access to those who might want to do something similar. She was easily able to secure a place at her old school and barely mentioned it at all. And again, at Oxford, she chooses to focus on older material within English literature, which again is not wrong in itself, but she did it to avoid grappling with world literature and what that means in a modern context. Her lack of awareness of current events and inability to form connections to diverse experiences and people is harming her more than she thinks. Plus, I'm sure that her instructors and classmates are pushing her to think outside her limited worldview and it makes her uncomfortable (hence why she has seemed so miserable throughout her time there).
I also enjoyed watching Gilmore Girls, but her suddenly clinging to that "Rory Gilmore aesthetic" makes sense considering that Rory was also so used to getting everything she wanted and praised even when she was wrong. I think she and Rory have always been more focused on inhabiting places of academia and privilege, but lack the awareness and depth necessary to make long-term and successful careers out of it.