[justinbaker]

Ruby isn't at all difficult to deploy. There are plenty of hosts, and cheap hosts at that.

I tried Django in my early coding days, and I liked it at first. I tried Rails and switched immediately. I think it was the fact the Django used mostly Regular Expressions for routes, and Rails wasn't so over sophisticated. The pythonic semantics Django uses just seemed awkard to me when I was a beginner, and the ruby way Rails used seemed a lot easier to pickup.

If you are looking for community members, both ruby and python have large amounts of users, and active irc, as does both Django and Rails. Rails does seem to be more actively developed(to me) than Django. Django hasn't had a major release since v1.0.0, and Rails is on version 3.0.5.

That's just my 2 cents. Whatever you like better, and whatever fits the job, I would go with that one.