[wladimir]

But as more and more new features are being added to 3.x and not to 2.x (and assuming 3.x won't break compatibility with itself), won't there automatically be a point in which the features are worth the pain?

Even if not, the python devs are not trying to define this point for anyone, you can stay with 2.7 the rest of your life if you want to. I don't think a "2.x will no longer be maintained even for bugfixes" date has been established.

[cdavid]

There may be a point at which the features may worth it, I don't see why it should be automatic.

Python 2.x is not going away, but staying at 2.7 is not a long term solution either.