Livia Lima
It’s really up to you. I’ve been doing some improvements to the material lately, so next month will be slightly different (but not much).
The up-to-date version is always available at https://linuxupskillchallenge.org/ and you can track the changes at https://github.com/livialima/linuxupskillchallenge if you want to follow it more closely.
Oh yeah, it slows things down, for sure. But if you never used anything like vim before, that slow pace can benefit the learning experience (at least that happened to me when I started). Bottom line is: vim is a lot. Be patient and it will get easier (and faster) over time.
Anki is awesome but the best way to memorize commands is to just use them. After you are finished with the challenge you may want to consider practicing with real world scenarios at https://sadservers.com/