Where would Space☆Dandy lie? Each episode has Negative Continuity (incredibly rare for anime), where even main characters often get killed off only for everything to return to how it was before in the next episode like nothing happened. At the same time, however, it's hinted at (so far) that there is a reason all of this is happening, something related to the protagonist pulling on threads of reality in the first episode that causes periodic cosmic resets and multiverse-hopping. In other words, it's a series-long overarching arc about negative continuity.
I'm guessing it's towards the Fluid end, considering with the exception of the first episode and presumably the final episodes, they can be viewed in any order.
Why is Sailor Moon listed in several places as having very distinct seasons? There are new bangles on the uniforms and fancier copy/paste attack sequences. The bad guys change, but all seem to have the same plan: Find a mcguffin by assaulting some innocent person until they get stopped by the heroes. 90% of the time any individual episode could take place in any given season.