[JaretManuel]

From my experience (and as much as Python is a kick ass & ever growing programming language) the Rails community hands down has a more supportive and extensible reach for the n00b. I am not insinuating there is a lack of Python support, however the Ruby/Rails community really prides itself on attracting new people & non-technical people into the fold. Here in Toronto the Rails Pub night & it's supportive group is a large part of why I decided to start out learning Ruby & my upcoming participation in the Chicago Code Academy (CodeAcademy.org) program.

I think it is also important that one will find support where one is eager to learn. Python is a great language, however the Ruby & the Rails community is a better "Learning" fit for me. The vibe is right. Find your vibe and run with it.

My vote goes to Ruby/Rails however I am certain many can make a similar Python case.