Not tried pipenv, I'm a bit tied by what the company uses.
I did try using something similar to asdf (can't remember the name, think it changed), but it still didn't really solve the problem of OS dependencies and things needing to be compiled, and the problems arising from me not running the same OS as the application would run on. A dockerfile solves that, my system is a carbon copy of the prod environment.
A couple of moons ago I used Poetry, but gave up on it because it was so heavy and unfortunately would bug out often.