Wordpress

I always update Wordpress when an update is available, straight in the admin panel with no backup. It's never failed (errr...).

Here i use a very jacked theme:

~/development/bitpost.com/htdocs/news/wp-content/themes/mdm_veryplaintxt

Custom widgets, fonts, etc:

~/development/bitpost.com/htdocs/news/wp-content/themes/mdm_veryplaintxt/functions.php

CSS:

~/development/bitpost.com/htdocs/news/wp-content/themes/mdm_veryplaintxt/style.css

To play with fonts:

go to google fonts and find some cool ones
adjust functions.php to load the new ones
adjust style.css to use them; you should consider font family, size, and weight of at least these 4 things:

body
#content h2
pre
#sidebar ul