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I am glad to update that this issue was fixed in 24.0 release.
Thank you for all the feedback.
An error occurred while saving the commentEmmeline Mi commented
Absolutely terribly frustrating some of my files do not save even if i click save number of times when I reopen it's back to the old version (this occures when I save a pdf version in the same file ALTHOUGH I HAVE SAVED THE .AI BEFORE EXPORT. small pdf version with no layers) Lost an hour of work feel very angry.