We don't typically use Outlook in our environment, so I am not entirely sure this is the same problem. However, I did recently have a user who is using the ZCO and was unable to get contacts from the GAL after we upgraded to 5.0.13. Looking in the /opt/zimbra/log/mailbox.log showed permissions errors when trying to sync. The fix was to enable the permisson on the account with:
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zmprov ma account@domain zimbraFeatureGalSyncEnabled TRUE
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You can also set the default behavior by doing:
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zmprov mc default zimbraFeatureGalSyncEnabled TRUE
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