[+-] on Python 2.7?
+1. 2.7 will be the last 2.x series, so until we go to 3.x, there will be no more changes required.
[+-] on optional bootstrap script?
-1. I think a better use of our time would be to write some docs on how to get started using bitbucket in the context of yt, with links to BB's docs as well as the various hg docs. Make this prominent on the homepage, and in the install script at the end of the process.