[throwaway894345]

It would probably go a long way if they advertised a roadmap of things they’d like to work on given donations. Maybe they have this out there and I just haven’t seen it, but I imagine it would be easy enough for me to persuade my small employer to throw a few thousand USD their way each year until some sane packaging solution is developed.

[brettcannon]

There's a rough list at https://wiki.python.org/psf/Fundable%20Packaging%20Improveme.... There's no official roadmap as getting a group of volunteers to agree to a list of priorities would be near impossible. :)

If there's a specific pain point your employer would like to see fixed and is willing to donate money to help resolve that pain point then please go to https://donate.pypi.org/.