To Deans defenders, he is a source of solid support who grounds Rorys high-minded academic side.

To his detractors, Dean is too small-minded and parochial for her.

For Logans fans, he is charismatic and playful.

Alexis Bledel’s Rory and Milo Ventimiglia’s Jess sit at the back of the bus in Gilmore Girls

To his critics, he is a privileged embodiment of the world Lorelai Gilmore rejected.

Looking atGilmore Girls cast of characters, I was once able to offer a definitive answer.

Anyone but Jess, I would have said upon my first viewing of the series.

Lauren Graham’s Lorelai Gilmore looking shocked in Gilmore Girls

Now, however, Im not so sure.

Jess, with his bad kid attitude and complicated, contradictory emotions, was a harbinger of darker times.

I resented Jess making the simple morality ofGilmore Girlsmore complex.

Rory and Jess in Gilmore Girls season 2 episode I Can’t Get Started

His artistic prowess and publishing industry success contextualized Jesss struggles.

Then, years afterMitchum warnedGilmore Girls' Roryabout her limitations as a writer, the tables had turned.

InA Year in the Life, Rory was a wreck in both professional and personal terms.

Gilmore Girls Poster

Gilmore GirlsandA Year in the Lifeare available to stream on Netflix.

Her career was in shambles and, worse, she didnt seem all that concerned about it.

She complained of setbacks ad nauseam but did little to change her circumstances.

Gilmore Girls

If this is the case, Jess could be open to a romantic reunion between the pair.

Jess could potentially help Rory with editing her manuscript.

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