Question: Why is Milo Ventimiglia coming back to Gilmore Girls this time? As much as I love Jess, why can't he just leave well enough alone? Rory went back to Yale, fixed things with her mom and fixed things with Logan.
Answer: Actually, this time it's Rory who can't leave well enough alone. After hitting another rough (and possibly permanent) patch with Logan, Rory decides to attend the opening of Jess' new 'zine/bookstore/art gallery in Philadelphia.