That link is really interesting, thanks for posting it.
Whilst a lot of them are funny, many of them also just speak to how incredible Apple's turnaround has been. For example, this quote from Michael Dell in 2001:
Q: What is the future of Apple Computer?
A: Silicon Graphics.
Q: That bad?
A: Maybe it's a little bit different. But if you look at proprietary computer companies, whether it's Digital or Silicon Graphics (SGI ) or Apple (AAPL ), I think the fates are all relatively similar. We know how the movie ends. It's just a question of what happens in the middle. Apple has a very little customer base. If you look at the economics, it has been extremely hard for Apple to get a return on its R&D with a shrinking volume base. It's not to say that Apple's products aren't innovative or cool, but the economic factors here are so overwhelming, it's very hard for them to swim against that tide.
There is absolutely nothing he says there that was wrong in 2001. Apple did have very little customer base. Supporting R&D on their diminishing returns was incredibly difficult. The most likely outcome at the time was Apple failing.
It is a remarkable story that not only did they not fail, they came back stronger than ever.