problems since i started to build a theme by scratch...

...and i read up the handbook but i still have no idea on how to approach the problem. The puproses of various theme .tpl.php pages are quite clear, but how if i need more flexibility?

lemme post some url to let u understand what i mean:

website im working on is www.sanniotest.com. As u may see Drupal is up and running and set-up with all my needs.
a static layout test is on: www.sanniotest.com/prova

As u may see its a typical brochure web site with little dynamic content. Problems:

1. I decided to make "static" pages with content/page module. But this way every page should be skinned in a different way. taxonomy_theme module could be a solution, but is it not so much? I mean...to make an entire theme just for one static page (and all static page layouts are almost similar...not exactly the same but almost similar...maybe header pictures are different, but not the scheleton. Ofc content is different)

2. As u may see content in a static page (but even in dynamic pages, too) is organized in two colums (in my example pages the column on the left is filled with 3 images, but in others could be text or a little webform...). In "page" i can set as content just one "block" of text (the "body"). How can i modify page behaviour so i can have two "body" fields (one for left column, one for true content)?

3. In my static example pages there are, as u see, some linked files (images and stylesheet - one for screen and one for print -) but if i convert in a phptemplate and i upload in /themes/mytheme (including /img and all subdirs) and active it shall i loose links to those files?

4. I still have no clues about how to "deep" skin drupal. tpl files seems very simple and there are a lot of styled elements not covered (i mean..."print $primary_links" doesn't help me to skin primary link menu itself!!!)

lot of newbie questions? ok...ill offer u a beer ;) tnx for help!!