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Does the same apply to actual engineers who stamp structural engineering projects, as opposed to self labelled “engineers”? Asking for a friend.

Terrible analogy. You don't die if your OS crashes. If a bridge or a building collapses, it's very likely to kill people.

Well, as it turns out - if software is controlling your airplane - you do infact die if it crashes.

Airplanes' don't typically use Windows for flight control though, do they?

Windows CE has seen some very unexpected use cases. I couldn't confirm. And bugs are not a windows only feature.

Yes, it does. Otherwise professional liability insurance wouldn't be a thing.