I like this concept of a "bozo bit" and have to agree, the arbitrary difficulty of making Apple software do things slightly outside the happy path can border on insanity, like that "Malcom in the Middle" Fixing the Lightbulb clip/GIF that goes around from time to time.
I would like to extend this concept. I do not, in fact, have the bozo bit set for my Linux desktop setup. I do, however, have the "fields of broken glass" bit set. On Linux, the entire system is made up of disparate packages maintained by unrelated groups that communicate sparsely, whose work is tied together by another party that actually takes the job of fielding this to the end user. And thus you get funny problems like "Oops, package A was generating a config file for package B and the syntax subtlety changed in a backwards incompatible way and now printing is broken but only on Thursday." (Example scenario, but it's based on a real one. https://bugs.launchpad.net/ubuntu/+source/cupsys/+bug/255161...)
I think that to be fair to everyone, all modern computing environments are extremely complicated and you are always going to have a lot of trade-offs. Still, if I had one complaint about Apple, it would be this: it genuinely feels needless sometimes. Sometimes I feel like Apple is it's own worst enemy, more of a threat to their business than any competitor.