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What advantages does Debian have over Gentoo and Vice Versa, taking into accoutn that you can use "testing/Unstable" if you want the latest packages?
Debian is a lot more stable that Gentoo. Because of that, if you don't install packages from the unstable build anyway, you only have to install Debian once. When Debian releases a new version, you simply type "apt-get update" and "apt-get dist-upgrade" to upgrade your system to the latest and greatest. It is extremely easy.
On the down side (depending on who you talk to) the stable branch of Debian is considered to be a bit behind the times. This is the price you pay for having great stability in my mind; but to each their own.
The great thing about Gentoo is that you compile everything yourself so it is optimized for your system. Once installed, your Gentoo system will be very fast.
Portage is a nice way to manage packages too. Portage is kind of like Apt, but more closely related to FreeBSD's way of installing packages.
The bad thing about Gentoo is that the packages offered in portage are so new, they sometimes causes Gentoo to fail (although not very often). The other negative, in my mind, is that it takes days to install a usable system.
I hope this helps.