9. She believed in him even when he didn't believe in himself.
Jess and Rory's story really comes full circle with a beautiful sense of parallelism when he visits her at her grandmother's house mid-season 6.

When he tells Rory about working for an independent printing press in Philadelphia, and even writing his own book, Rory's jaw drops. But he reminds her that he "couldn't have done it without her," and this glorious and heartrending moment was probably when every Jess and Rory fan realized they would ship the couple forever and ever. Amen.