install with package manager or pip

i'm looking at trying out django, yet i've seen that you can install it with either the package manager or pip.

i'm running debian testing to play around with this.  small install ssh server only.  using a clone of this base install.

haven't played with/used pip hardly at all.

questions- 
does the package manager have the same versions as pip?
what is a better way to keep track of the installed packages?
what is a better way to upgrade the installed packages?
do the docs apply to both versions or only one?  which one?  why?

any additional thoughts?

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