It seems that people seem to forget that Steve Jobs wasn't a techy (for a CEO of a Computer company). Unlike his rivals like Bill Gates or his old Partner Steve Wozniak, who may be label as the definition of geeks. Steve Job wasn't even a product designer by education, he dropped out of University after a semester to go "soul searching" to see a Guru (who died before they got there) in India and came back a Buddhist!
What he was at heart (in my opinion) is what made him successful, he was your average consumer. He made things that works in a way where non technical minded people wanted to but can't express across. Unlike Bill Gates or the approach of other technology company where their definition of a cool technology is doing something clever but in the end too clever...i.e. windows short cuts? Apple's definition of cool seems to be make existing easier and sexier.
Steve Jobs' design approach stems from an average consumer's point of view, with little or no technical know how. i.e. I bought this printer, why doesn't it work in my computer? With windows, the logical approach is install the driver CD and software. But what you really want is just plug it in. Apple take away that little step which most of us in here never think twice about, but to people like my parents (who can barely set the timer on the VCR), the average person who can just work a toaster, it is vital to Apple's success.
Just look at the instruction manuals that comes an Apple product, or the lack of it.