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I came away with the same impression. The advice is good, but the answer to the title is still “you won’t find good questions, so go find inspiration for your own.”

You dont see much design system talk on here I thought it was refreshing subject.

I had the same "How to..." problem in the title, and actually collated a list of case study problems[1]. I have around 30+, some with a lot of technical detail aiming towards a solid solution.

1. https://notes.thundergolfer.com/system-design/case-studies

And one of the worst interview questions is one that someone just pulled out of the air because it sounded challenging. Nothing worse than being in an interview and realizing the interviewer doesn't actually know what answers they're looking for.