Just wanted to share with you something I found ages ago but only just got around to mentioning – Julia Evans‘ (of Wizard Zines fame) Debugging Mysteries:

There are five mysteries here right now:
The Case of the Slow Websites
The Case of the Connection Timeout
The Case of the DNS Update that Didn’t Work
The Case of the 50ms Request
The Case of the Failed Docker Connection
Go back to wizardzines.com
GitHub repository: jvns/twine-stories
Blog post about this project: Notes on building debugging puzzles
Julia Evans

Each mystery is a Twine-powered “choose your own adventure” game in which you must diagnose the kind of issue that a software developer might, for real. I think these are potentially excellent tools for beginner programmers, not just because they provide some information about the topic of each, but because they encourage cultivating a mindset of the kind of thinking that’s required to get to the bottom of gnarly problems.
Better yet, she’s open-sourced the entire thing (and I was excited to see she wrote in Twee, which is very dear to my heart).