I am "#Python is the batteries-included language, unlike Perl or TCL!" years old, and that has aged like a prawn cocktail. The standard library is chok full of awkward "un-#Pythonic" legacy code that only exists because changing it would break backward-compatibility.
But Python 3.0 *gleefully* broke backward-compatibility! They broke `print "Hello, world."` which is the most-written Python code in history!
So for my money, Python 4.0 should be a release that gets rid of boat anchors like HTTPlib, and pushes that stuff into a `from deadbatteries import ...` compatibility library for the folks who absolutely need it.
You could do statistical analysis of `requirements.txt` files out on the Internet and see what replaces-the-horrible-stdlib-version packages are imported the most. You can then mainline the winning replacements, or figure out what APIs or features everyone is reaching for when they import some new dependency and reimplement that. It doesn't matter if you NIH it, re-do the API on existing library code, or promote a third-party project to Python core library status.
Python's dependency resolution tooling is not just a mess: it's a dozen independently-maintained messes that compound the problem. I want to go back to being able to actually rely on the standard library. I do my best now, but the level of jank is only getting worse as the years drag on, and that prawn cocktail is absolutely pongin'.