OK, the 5 minute innstall issue is becoming a 3 day nightmare?! I can now upload files AOK after changing permissions but when I check the "Organize my uploads into month- and year-based folders" box it errors with the following error:
"Unable to create directory /var/www/vhosts/[mydomain]/httpdocs/wp-content/uploads/2009/03. Is its parent directory writable by the server?"
What is up with that? It is clear that WP/Apache/PHP can write to the root of wp-content/uploads but when it goes any deeper it fails?!
If I uncheck the value it works? FYIW, I am using Plesk 8.6 / Debian.