In Python education: Getting new language learners to a functional local development environment as quickly and painlessly as possible.
"Just use Anaconda/pipenv/the-Python-installer/Docker/etc" isn't a great answer, because they probably tried one of those six months ago, got into a weird state and can't remember what it did or where it put things.
Obligatory XKCD: https://xkcd.com/1987/