Yes, good point. Compared to how the Erlang community has handled decades of change Python does not exactly deserve the beauty prize. The lack of forethought - not to be confused with a lot of hot air - on some of these decisions is impressive. I think that the ability to track developments in near realtime is in conflict with that though. If you want your language to be everything to everybody then there will be some broken bones along the way.
Do you know what happens when Python does summon the will to fix obviously broken things? The Python 2->3 migration happens. (Perl 6 didn't manage any better, either.) Now "Python 3 is the brand" and the idea of version 4 can only ever be entertained as a joke.