When they get home from the speech contest, they collect the mail and find that Rory has been accepted into Harvard. And Yale. And Princeton. And they all turned up on the same day – although as Kirk is in charge of the mail now, that may not be so surprising. I can only think that’s the reason why the writers made him the mailman for this week, although this job of his was mentioned the previous season. (Planning ahead?).
Fans sometimes think it is unrealistic for Rory to be accepted into three Ivy League universities, but Rory was an excellent student at a good school, a feeder school for Harvard. She was a legacy student at Yale and Princeton, and had assistance from an alumnus when applying to Harvard. She had several extracurricular activities at school, and was a valued contributor to her local community.
Furthermore, her background as the daughter of a single mother who had struggled for many years would have also helped boost her chances – Darren Springsteen said it would work to her advantage.
The Annotated Gilmore Girls 