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Hello,
There should be a global cache button that can clear all the site cache and also does rechecking files that regenerates assets files in Assets Optimizations. This is to avoid issues with clients who are non technical to do this rechecking files.
We can instruct them to click on a one clear cache button in the admin bar, without having to dig into these rechecking files settings, or contact us every time they have issues when their changes are not showing.