I loved The Gilmore Girls and I like Rory , but the writer does have a good point about her privilege . While she was smart and did work very hard , she had many , many advantages in life that she never sufficiently acknowledged . It ' s hard to believe that family connections didn ' t help get her into Chilton and Yale , and many other things she got like her internship were arguably a result of her being a part of that privileged world . When she dropped out of college , she did so without having to worry about money or real debt . And even Lorelei , while she always made such a big deal about being independent , still grudgingly accepted money for Chilton , let her parents pay for Yale so she could buy her inn , and took that investment check from her dad . She came from money , and that helped her more than she ever wanted to admit . Even if she took the money as loans , the truth is , not everyone can so easily get nointerest loans requiring zero collateral . Easy access to capital is one of very real advantages of the privileged . Don ' t get me wrong . I really liked both Rory and Lorelei . However , being Gilmores helped them a lot .