Productivity is our benchmark
"1) OSX is simple, but that's cos of Apple targeting the lowest common denominator."
I think we can safely assume the lowest common denominator doesn't use ssh to servers or run their own local server. However there are two key demographics - the home user and the business user. Neither of these groups are interested in the technical gubbins of any computer, pc, mac or otherwise because they'd rather spend their time on online shopping, emails, writing letters and managing their accounts.
Personal computers have been around for long enough now that we really ought to be moving beyond looking after the configuration of an operating system.
Some people assume those with IT skills are "into computers". It's like asking a carpenter if they are "into chisels" ... developing IT skills should be focussed on creating better workers, not for nerdy knowledge of what's under the bonnet.