[[folder: Fridge Logic ]]
* On at least two occasions, we see Kirk simply insert himself into a job role without permission, even when expressly forbidden. He crashes a staff meeting at the Dragonfly, and later that episode is found working in the kitchen; Sookie assumed that Lorelai hired him. When Luke chaperones April's field trip, Kirk offers to run the diner, to which Luke emphatically responds, "No." A minute later, he takes advantage of Caesar stepping out to start serving people, telling them that he runs the place. Who's to say he doesn't do this all the time? He apparently gets job after job despite being a class A moron and lunatic. What if nobody's hiring him at all? What if he's just walking in and doing job-related stuff, and they're temporarily confused about whether he supposed to be there (i.e. someone else hired him and didn't mention it)? Then when they catch on, he's tossed out on his ear, and he does it all over again, thus explaining his long string of apparently very brief jobs.
[[folder: Fridge Brilliance ]]
* Jess's perpetual irritation towards Lorelai and her self-declared "wild and awesome" persona makes a little more sense by the time his mother Liz comes into town. Liz has been described by both Luke and Jess as extremely flaky and negligent in raising her son and a throwaway line at her wedding revealed she had been heavily involved with marijuana use in the past. In other words, Liz Danes is the completely opposite of Lorelai, so Jess sees Lorelai as a mere pretender and faking her "craziness" when his own mother had been wild and crazy, with the implication that he had a rough upbringing.
** Not only that, bear in mind that Jess was basically rejected by his parents because they didn't want to raise him while Lorelai rejected her parents in a fit of teen rebellion. Her attempt to parlay this into relating with him comes off as condescendingly patronizing in hindsight. It would have further exacerbate his irritation at being shipped off to Stars Hollow against his will.
* It seems odd that Rory would have surpassed Paris in grades to become valedictorian at Chilton after her rough start, until you consider that it's the kind of place where a 4.0 GPA is probably borderline unattainable. Under those conditions, Rory could have outperformed Paris by a small but consistent degree over two and a half years, edging her out of the top spot. Paris' meltdown when she didn't get into Harvard probably impacted her GPA as well.