I'm wondering whether we should start a conversation with our biggest partners (pip, Requests, et. al.) around what the long-term plan for Python 2 ought to be.

The platform itself is planned to have no further support after 2020, so we should probably have a transition plan laid out well in advance so that we can start providing notification and documentation to our users.

Obviously, what that plan ought to be, or even whether we should start considering it yet, is up for discussion.