jchuzi, I will try that Flash Drive approach. I will be at an Apple Store (500 miles away) a week from now. How big of a flash drive do I need? Will that allow me to go from 10.5.8 to 10.7?
It would be best to ask Apple before you do this. I don't want to give you inaccurate information.
I'm not sure what you mean by "Pages is cumbersome to work with fonts. It takes more clicks and palettes than AW." While it is easy and sometimes convenient to have the Fonts pallette open, I rarely do, I almost always use the generic Fonts/Style/Size/color/justification/etc. menus on the tool bar.
[attachment=2340:Font_List.jpg]
Fonts list showing a preview of each font.
[attachment=2341:Tool_Bar.jpg]
Basic/generic fonts settings tool bar
as seen in most applications I use...
Frankly, I'd not noticed that even the fonts
built-in styles were also displayed correctly
in this menu! Nice touch, IMHO

Of course, I always keet the Inspector open at all times as the Character/line spacing controls are only in the Text tab, along with the other ~20 text adjustments available! But it is indefensible for all the other controls it provides.
And don't forget the Paragraph and list Style Drawer where you can easily set up your own styles and apply with a simple click! Perhaps you haven't enabled that in the "Views" icon or the "Views" menu?
New tools often need new workflows. Having the time to explore the many new features is sometimes a problem, of course. I don't have the pressures of earning a living while "playing" with new apps! Nor am I a 'power-user' of Pages (iWork) but I'm happy to attempt to solve problems you might come up against if you can take the time to explain them.