Hi, author of the repo (https://github.com/satwikkansal/wtfpython) here, pleasantly surprised to wake up to this thread about it. The intention of the project is not to put Python in a bad light relative to other languages, the intention was to explore it more deeply through (sometimes contrived) snippets that give non-obvious outputs. I believe for a regular Python programmer, the "Slippery Slopes" section is a must-know. The first section (Strain your brain), does contain some patterns that you may not ever see in real world, the goal there is to just learn about internals. Agreed some of them are very obvious for a well-learned programmer, and some of them aren't even Python specific, it does help a lot of beginner to intermediate programmers. I remember it being given as a supplementary material in one of the CS-based course.
It is curated with something-for-everyone approach, I expect people to learn a thing or two about Python / CS after going through the snippets. I haven't updated it in a while in a major way, but looking at the feedback I'll try to organise them better, and add new snippets (I have a long personal list that I maintain) in a future release!