Props to HP Enterprise for basically paying this guy full time to work on PyPI. To anyone with purchasing/hiring power in a major Python shop: Pretty much all Python projects seem to be running on a skeleton crew!
If you are on a hiring spree, maybe slip in a job posting for "Infrastructure Integrator" with duties to maintain some projects full time.
For what it's worth, the warehouse (https://pypi.io/) is the successor to the current PyPI that Donald is currently working on. Is the UI here closer to something you'd like?
Also, if there are any interested Django developers around, I'm sure they'd love to have some help finishing the project off.
I think it's great this person is so dedicated to maintaining such an important part of the ecosystem, but is there seriously just one dude that's taking care of this? If something happens to him, what happens to everything and everyone that depends on the index? Perhaps it's time to think about moving the responsibility to something more fault tollerant, like a non-profit organization -- maybe even python.org?
Sorry to bring it up here, but can you check your email for an email from david@daviddworken.com? I previously sent in an XSS vulnerability that you fixed quickly, but I found a second one that has not been patched yet (despite being reported on March 26th).
I love it when people start with the important stuff, quote "(Me)". That shows team spirit and motivates others to participate. (no serious criticism intended, just do as I do, and smile a little)
Also, from the article: "Over the years many different people and services have participated in the maintenance and running of PyPI. I’m not going to attempt to create an exhaustive list of every person or service who has ever helped, but instead focus on those who are currently involved."