Gilmore Girls/Headscratchers

Rory's so-called success in getting into Chilton
Okay, I think this is a point which bugs many people and I'm surprised it's not mentioned here. Rory is supposed to be a really smart and successful student to get accepted to Chilton, right? But she doesn't earn any funding, so Lorelai has to go to her parents, that's the whole premise of the show. Okay, maybe Chilton is a kind of school that takes only the best students and then still makes them pay fees. But as soon as Rory starts school we meet Madeline and Louise, two total airheads who seem hopeless academically, which means Chilton *doesn't* only accept the best students. In fact, if those two could get accepted probably anyone who could pay would. So what's the deal here, other than Rory's apparent Sue qualities of course?

Rory's magical three-year graduation
Okay, so I honestly can't remember if it was elaborated on, besides Rory taking "extra classes" to catch up for the lost time she spent out of Yale, but it seems like more of an ass pull that Rory was able to graduate alongside Paris at Yale. I get that the show was ending and they wanted Rory to move on to bigger things, but Gilmore Girls is usually better about these kinds of things.
 * She actually only missed half a semester.... Of course this is still ridiculous. Beyond the issue that Rory had missed all the enrollment and registration deadlines, a student can't just go up to some rando professors halfway through a semester and ask to be in their classes. Especially not somewhere like Yale. (I gotta admit, I know of some situations at community colleges/for profits in which students have paid tuition and joined a class nearly halfway through a semester... but these are bottom of the barrel type schools where the administrations will do almost anything if they're getting paid.)