Hi,
DeskTask uses automation to connect to Outlook. This technique is basically launching an invisible copy of outlook and "asking" for data.
However some third party Add-ons installed in Outlook may behave in a erroneous way (no fault from Outlook or from DeskTask).
There have been reports that Google Desktop is incompatible with DeskTask, so it may be that your problem.
You can disable add-ons in outlook and see if the problem persists. But most likely the problem is Google Desktop.
Let me know if you need further help
Thanks,
André Santos Carthago Software Support
http://www.carthagosoft.net