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Every time I see people doing something with Markdown, I wish they just replace it with support for Djot[0] instead. It is a Markdown alternative by the creator of Pandoc and CommonMark that fixes all of the most egregious mistakes, while being legible and visually pleasant as-is. It is also syntactically similar to Markdown, which should ease adoption.
[0] https://github.com/jgm/djot
I gave up a long time ago attempting to write GUIs in pure python. I've come back to them periodically to see if the landscape has changed, but I'm always disappointed.
My current go-to python GUI solution is to use the Eel library. It renders GUIs in a web-browser like window with HTMl/CSS/JS.It lets you expose your python functions to JavaScript, so data can be easily transferred back and forth between the python and the JavaScript. And since it's just web-dev, it's pretty easy to make things look and feel good enough. Any other web-dev libraries like bootstrap and jquery can be used. It works pretty well for writing GUIs that put data analysis tools in front of my colleagues.
https://github.com/python-eel/Eel