Has anyone else noticed anything along these lines? just two days ago i upgraded our jss to 8.6. Now it seems that the permission on the /usr/local/bin folder is messed up on any freshly imaged machines. We created a new dmg with a set of test permission changes for usr/local/bin and after the dmg applied, sure enough the permission DID NOT change. We are confident that before the 8.6 upgrade, permissions were getting set correctly.
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