[bdcravens]

Doesn't Django/Python have its own version headaches? (Python 3 came out 5 years ago, but Django didn't officially support until February of this year)

Phasing out old version of the underlying language isn't uncommon. For example, Oracle doesn't even support Java 6 anymore, which was released in 2007.

[JshWright]

I think the difference is that Python had a much more realistic plan for the backwards incompatible changes. The fact that the transition will likely take the better part of a decade is a _feature_, not an issue (and there will be supported versions of 2.x throughout that time).