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Background for this quest: I have a personal project idea where I need to build a set of tools that's used in web development and general programming. But then I felt if I need to implement things differently providing the ability for others to develop tools on their own which could be pluggable. This is an electron-based application that will be similar to https://utilso.com/ and https://devutils.app/.
To give a concrete starting point, if you're comfortable with Python I've had a mostly favorable time working with pluggy. You need to learn enough about how python packaging works (mostly setuptools entrypoints) to really get down and dirty with it but after that I found it to be enjoyable for the most part. It's been a few years since I've poked at it so I can't answer too many questions these days though.