I was working actively with Python (and loving it) between 2012-2015 (during which the 2 vs 3 transition/conflicts were raging) and the couple of times I've tried to get back into the groove since then (in side projects) I keep hitting walls and getting confused about how to even get the basic things running.

I've heard good things about Poetry but never tried it. PDM being closer to npm/yarn sounds like an attractive option (since they're very familar), just to tinker around (not to build a complex application with specific requirements). Will give it a shot!