As a single data point, I’ve been using Python since 2005 and have never played with PyPy any beyond a quick peek after seeing a conference talk.
On the other hand, I use gcc, clang, and MSVC++ on a regular basis. But... I think the reason I care about multiple C++ compilers is mostly because there’s no “one compiler that is ergonomic to use everywhere” and I end up writing better code because of it (eg gcc warning about something clang doesn’t care about).
For Python, I mostly just care that it Just Works everywhere (modulo compiler setup for building C modules)