Apple, by its tradition, is a visionary company. It doesn't make products just to maintain the status quo. It actively tries to shape the future with its products. It doesn't react, it acts.
I agree with this and I think more individuals and corporations ought to stand up and shape the future for the better (although it is highly subjective). Doing so pushes against the edge of adaptability and acceptability. I guess from what we have observed as feedback to Apple's recent tendencies is that, one ought to balance vision and pace with people's adaptability to lead with minimal alienation. Again, this is highly subjective.
I think the older examples you pointed out such as floppy disks and serial ports, etc, were an annoyance to a large portion of users. I was never fond of slow floppies and configuring serial and parallel ports. USB was an enlightenment compared to what was before. In the recent generations though, I would argue that MagSafe and the older style of keyboards were much less annoying. In relative comparisons, I think they were actually really pleasant.
All of this being said, we are not privy to Apple's vision. I hope they are heading somewhere the equivalent of the MagSafe-degree of comfort.