Don't mean to nitpick, but he's currently #3, actually (http://en.wikipedia.org/wiki/List_of_billionaires).
NASCAR probably does have the highest average viewers at live events (they do have crazy amounts of seating) but they can't compete with baseball's 2400+ games per year. NASCAR has just over 110 events per year if you count Sprint, Nationwide, and Craftsman truck series. (I could be wrong on this, but I'm close. Pretty sure it's one race per series per week for 9 months.)
So NASCAR isn't #1 by any metric any person would normally use to define it. In fact, the Yankees alone sell almost as many tickets as all of NASCAR put together. The NFL, NBA, and MLB all outsell NASCAR by over 5x in terms of tickets.
NFL and MLB are also dwarf NASCAR in terms of revenue. Both are near $6b, which is roughly 3x NASCAR. (This also means that the NFL's average revenue per game is about 10x MLB).
Don't forget, I run a sports-related startup :)
Some installers make the process easier with the little window that shows you both icons and tells you to drag the program icon to the applications icon. That's still far more complicated than Windows, but a lot better than most Mac programs, which don't even give you that.
In the best case, they could just click on it and the right thing would happen. This works, but the results aren't what you'd expect usually, since the app will go away once the dmg is gone. The exception to this is Delicious Library 2 (unreleased), the only app I know of that will tell the user the app was loaded from the disk image, and offer to put it in /Applications for you.
In the second best case, you are given the shortcut, and you manually drag it yourself. Then you click applications, and then you click the app. Perhaps a little convoluted.
In the worst case(and by worst I mean, worst assuming the standard default configuration), you aren't presented with the applications folder link and you end up dragging it anywhere -- perhaps the Desktop. But, if you do that, the app still works! That's the beauty of the app bundle, it doesn't matter where you launch it from.
Could the whole process be refined? Yes. And developers are actively making it better (just like they are actively making things like upgrades better with Sparkle). I for one, though, still think its much more friendly than any windows installation with its ridiculous wizards, shortcuts added to four different locations, and the mess that is the windows registry.
(I may be remembering this all wrong; someone please correct me if that's the case.)
Never had a problem with dual monitors aside from the fact that now the adaptor isn't bundled, and the DVI cable they will try to sell you first at the Mac Store uses a pin layout that no monitor or cable sold actually uses.
The maximize button is indeed bizarre. I just maximized safari and it made the window 2/3 the size I had it and shifted it to the left hand corner of the screen. Then I "maximized" iTunes and it sent it into mini mode. Maximizing iChat seems to switch the buddy window from a skinny column to a wider, but shorter rectangle.
Not sure why installing problems is so hard, my grandma and 11 year old cousins have no problems with this. However, every die hard windows switcher can't seem to figure it out.
Fonts are a matter of taste and Windows users have none. But that's OK! MySpace is the #1 social network, NASCAR is the #1 sport in America and Bill Gates is the richest dude around. Taste doesn't really matter as much as people who have it would like to think...