The problem with PyPy, which I'm a huge fan of BTW, is it's on life-support. The only reason the past couple major versions were released was due to a few small companies or individuals directly implementing the updates themselves. That's my understanding at least. It's disheartening because I've been primarily using PyPy for 5 years, advocated for it, and was looking into contributing more to it before finding out about its state.
Perhaps if the money which was spent on the built-in JIT had been spent on PyPy we'd be somewhere.
PyPy wasn't great for me because its startup time interfered with the main usecase I wanted it for in one instance and in another there bugs that made it not quite compatible enough. Money could solve the bug issue.
On the other hand I did get pygame working with it at one point and that seemed like a nice scenario.