It's also a crowded and super mature space space between JFrog (Artifactory) and Sonatype (Nexus). They already support private PyPI repositories and are super locked in at pretty much every enterprise-level company out there.

A commodity yes, but could be wrapped in to work very nicely with the latest and greatest in python tooling. Remember, the only 2 ways to make money are by bundling and unbundling. This seems like a pretty easy bundling story.

With the goodwill and mindshare they earned, it does not feel impossible.

Perhaps OpenAI is aiming for a more compelling suit of things for penetrating enterprise (I'm just speculating as I go here).

Yeah you'd think so but somehow JFrog (makers of Artifactory) made half a billion dollars last year. I don't really understand that. Conda also makes an implausible amount of money.