I created a ViM Message of the Day script that I added to my shell to give me a prompt every time I opened a new shell (Which I do constantly in ViM and Tmux since I've created leader key shortcuts in both)
https://github.com/cboppert/motd
You might have to futz with it a bit, and I think I've added some other stuff in there since then (love the toggle-light-mode script which toggles several things either to Dark or Light mode at once so I can switch environments easily, however have never gotten it to fully automate, so I have to manually type goDark or goLight depending. Humbug!)
Anyways, it's great cause it gives you one tip or command at a time, and so you can sort of slowly grow without really having to dedicate much time to it.