I'm sure there were things that made him apprehensive. I'm sure there were times when Jobs didn't think he was going to make it. But he persevered, and when other's doubted what he could do, he did it anyway.
He dropped out of college and built his first computer in his garage.
When he left Macintosh in its take over, he co-founded Pixar. Either of those feats would have made him amazing. Both made him exceptional.
Otherwise, whom can you trust? Jobs was successfully able to have an idea, pursue it, and implement it - almost completely on his own. His ability to make something that had only ever been theorized is spectacular.
He also trusted his intuition with his easy interface both on his Mac products and his iProducts. He trusted that he know what would work well for many people, and he made it happen.
For all who dismissed Jobs ingenuity, it wasn't unique to the iProduct: the mouse started with him (Windows added the second button).
Pay attention to the details.
The iMac had a colored body. It was the first non-beige computer. Jobs was almost obsessed with the details. Prior to the iPhone 4 launch, he called one of his developers because the yellow in the second "o" in "Google" was off. It is that kind of attention to detail that made him so great.
As great as Jobs was, I can't say that I have very many iProducts. I'm currently typing this on a Windows PC, but right next to me in my bag is my 120 GB iPod Classic. It's silver, though part of me wishes they had kept the white.
If I minimize the window, I see the most recent version of iTunes looking back at me on my desktop. As much as I like Pandora and last.fm, iTunes is still the standard for my media. I just wish QuickTime could play more types of media and rip DVDs, but I'm sure that will come in time. It's wonderful for a free software.
I might be typing from my Windows PC right now, but I would love to start saving for an iPad. My mother-in-law has one. And I have to admit, it is amazing.