Embarrassed to recommend Microsoft
A few times in the past I've been caught recommending Microsoft products, only to have it come back and bite me when things don't work properly.
Recently I had this experience once again, when I recommended the use of offline files in Windows 7. For some reason, offline files has never been extremely stable in Windows. Simply doing a Google search about offline files and problems in Windows XP will bring up more than enough reading material. Supposedly, offline files has been reworked in Windows 7 and the stability issues ironed out. But this doesn't seem to be the case in reality. I discovered the hard way, that offline files in Windows 7 is as quirky as ever. In my situation, I helped set up offline files to synchronize a network drive in Windows 7. The main purpose of synchronizing was the storage of a PST (personal storage) file for use in Outlook when the network drive was not connected. In Windows XP, synchronizing a PST file was not supported. In Windows 7, it is supported, but in my case it only worked for 2 days (just fine), then it broke on the third day without warning. Eventually, Windows reported that the PST file's offline status was "unavailable" in Sync Center, and the file could not be opened by Outlook when running in offline mode (when Windows uses the offline cached copy of the file). When the network drive is back online, it works fine.
While troubleshooting this issue, we soon discovered the other various quirks with offline files in Windows 7.
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