So you think that Apple makes good designs just because they're a large company? I've got news for you: the companies they compete against are much larger. Dell and Microsoft could easily afford more designers than even Apple has. The products they churn out are still comparatively worse.
You'll notice that Gruber mentions the period in the 80s where Jobs was still an employee as a period which saw similar results. This is not something that requires a huge team. Back with the original Macintosh there was a similar effect. I would hope you've seen the computer's initial unveiling - it's on YouTube - because that's a video that inspires me to this day. Younger, tuxedoed Jobs reveals it, begins using it, and the audience begins half-screaming, in a near-frenzied way. They can't believe that they're seeing what they're seeing. And that's the startup Apple, that's the two-man operation. Back when they didn't have as much in terms of resources, they still focused on creating that simple core, because that's what people care about.
You think simplicity and evolution is a bullshit concept? Not that I know anything about you or the stuff you've worked on, so apologies if this sounds ignorant and facetious, but that's at the core of making anything. That's a "secret" that I stumbled upon independently. I know a lot of programmers who came upon that - and I find that I respect their work much more than I respect the work of people who don't "get it".
Look at NewMogul. Do you think that if that site was started by Paul Graham it would be as small as it is right now? No, not because Paul Graham necessarily has a publicity advantage, but because if he were making it he'd most likely go about making it tied in with Hacker News. HN is his simple core model, and NewMogul could be seen as an expansion of that initial concept. As a concept of its own, it's failing - if you wanted to make a huge site for business-interested people, cloning Hacker News is not a smart idea. So the failure comes down not to the design, because the design is quite pretty, but to the concept, which is not simplistic enough to work.