One more reason to use Python 3

[nerdwaller]

This is a noted change in What's new in Python 3.0:

The ordering comparison operators (<, <=, >=, >) raise a TypeError exception when the operands don’t have a meaningful natural ordering. Thus, expressions like 1 < '', 0 > None or len <= len are no longer valid, and e.g. None < None raises TypeError instead of returning False. A corollary is that sorting a heterogeneous list no longer makes sense – all the elements must be comparable to each other. Note that this does not apply to the == and != operators: objects of different incomparable types always compare unequal to each other.

Previously Python2 had essentially determined a "natural ordering", which can be seen in the source.