While hypothetically it might be possible to come up with a solution to both automate initial distribution of these files to each user and to distribute updates to these files to those users it seemed to me that the easiest solution was going to be to automate distributing them to each computer rather than each user especially as I was wanting to do this via Munki. ~/Library/Containers//Data/Library/Application Support/Mail/Stationery/Apple/Contents/Resources/Custom/ Not only would this result in potentially multiple copies of the same stationery file on a single Mac but the location in a users home directory is a rather complex one looking for example like this. Stationery for use with Apple Mail is normally distributed either as an attachment to an email or as a file on a disk and either way would normally be installed in each users individual home directory. I recently had to find a solution to distribute Apple Mail Stationery files to all the Macs in a company.
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