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I don't like the spelling of Schuyler, but I do know its the traditional (or whatever) spelling. I still think nn "Sky" would work. It may be even more likely to be spelled wrong when spelling the full name though, especially by peers who call him Sky and see "Sky" spelling, but then when try to be formal spells it Skyler.

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Aron nn Ari makes more since just due to pn. Aaron nn Ari I would probably want to pn it "Air-ee". Although maybe Aari would look more for the Ari pn. I wouldn't get so caught up in spelling of nn though. I had a friend in high school, Elizabeth, who not only changed her nn every week, changed the spelling of those nicknames every day. It was hard to keep up, but we all just called her our own favorites and spelled it however we felt like it. Point is, the kid will write his name/nn however he wishes, especially once he's in school

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Autumn nn Aubrey makes since with the common beginning, but it's a little confusing to me since they are both common full names and it doesn't work as well as say Mckenzie nn Mack or Kenzie (they are all full names, but the nn are easily pulled from Mckenzie.)