Started with ubuntu, tried mint, then crunchbang, then became an archfag regrettably but then finally installed gentoo...

Literally went to rg3.github.io/youtube-dl/download.html and followed the instructions. It is completely self-contained and updateable.
Ironic how you speak of "learning shit" as a reason to use Gentoo when you probably failed at setting up your Python environment properly or something. I can't imagine any other reason for you failing to install youtube-dl of all things.
You must be literally retarded