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Why are My Emails Disappearing from Outlook when using Google Sync for Outlook?

Man, I ran into a real stumper. I had some customers that had been using Google Apps for email for quite awhile. They required Outlook instead of just using the web interface, so, inspite of the disadvantages of using it, we needed to use Google Sync for Outlook.

Everything worked great, until about 14 months into using it, a user reported that some of her emails were "missing". When I checked the web interface, the emails were still there, but they were definitely gone from Outlook.

None of the "helpful" auto-archive features were turned on in Outlook. Outlook will spin your older emails out to a separate PST file, if you let it--this makes it "easier" by putting things where they can't be searched for and you have to specifically go looking for them in a place you don't know exists...

Anyway, I tried a number of things like doing a resync in Google Sync, etc., but nothing helped.

Well, when I was making some changes because a user had left the organization, I discovered something pretty important about how Google Sync actually works...

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