There is a story that Python is harder to optimize than, say, Typescript, with Python flexibility and the C API getting mentioned. Maybe, if the list of troublesome Python features was out there, programmers could know to avoid those features with the promise of activating the JIT when it can prove the feature is not in use. This could provide a way out of the current Python hard-to-JIT trap. It's just a gist of an idea, but certainly an interesting first step would be to hear from the JIT people which Python features they find troublesome.
[1] https://fidget-spinner.github.io/posts/faster-jit-plan.html