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Regarding the diagnosis for Asperger's/Autism, the trait clinicians test for is literally "social ineptitude".And yet, on the Wikipedia page for Asperger Syndrome[0], the phrase "social ineptitude" is nowhere to be found. Strange.
From Wikipedia:
> Asperger syndrome (AS), also known as Asperger's, is a developmental disorder characterized by significant difficulties in social interaction and nonverbal communication, along with restricted and repetitive patterns of behavior and interests.
Jobs did have "significant difficulties in social interaction and nonverbal communication". Everyone who worked with him thought he was an asshole, he pissed off even his friends (e.g. Woz), and had an extremely difficult time in normal roles with his first wife and child, etc. In person, Jobs was a hot mess. Of course, this—by itself—is insufficient. Lots of normals are assholes, too.
The real tell for Jobs is the second requirement: restricted and repetitive patterns of behavior and interests. Jobs had that like crazy, right down to wearing the same clothes for—literally—decades. The history of Pixar actually has better information on Jobs (oddly enough), including a lot of his extremely non-normal behaviors that fall into this second category.
People who are just sociopaths don't have "restricted and repetitive patterns of behavior and interests". In fact, they appear normal (it's part of the game, in fact). Jobs couldn't even begin to fake "normal"—and didn't try.
People are confused about Jobs because he could manipulate groups, and was, generally, successful. The Aspie types you find in tech are usually of the variety you mention: won't look people in the eyes. Jobs was definitely not that.
FWIW It's easy to confuse a sociopath and a non-engineer Aspie, because both have less empathy for normal people than is typical. You can tell them apart easily though: sociopaths also have less empathy for archetypal people, whereas Aspies (like Jobs) have more empathy than is typical for people and situations matching archetypes. This can be extremely frustrating to those closest to them, who (legitimately) are upset that they care so deeply for archetypal things, but can seemingly ignore the very real hurting of, say, their daughter who is right in front of them.
Incidentally, the ability to strongly relate to archetypes, IMO, is why Jobs (and others like him in, say, film) are successful. It allowed him to focus on what is truly important to a huge swath of people and ignore small details that are only important to the few people near them. (This is Jobs legendary ability to "focus".) Normals, in my experience, have a very hard time doing that precisely because they can so easily empathize with anyone.
[0] https://en.wikipedia.org/wiki/Asperger_syndrome