After trying to replace pip with Pipenv, we had to stop. The dependency resolution time for 20 declared dependencies (that in turn pull down > 100 components) takes well over 5 minutes. With poetry - it takes less than 33 seconds on a clean system. The times are consistent for both Ubuntu 16.04 and Mac OS X.
Our only goal is to get to the point we're now in - tracking dependencies, and separate dev requirements (like ipython and pdbpp) from our other requirements. Poetry made it fast, simple, and made me an addict.
Over two days, I moved our entire codebase and every single (active) personal project I had to poetry. I don't regret it :)