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1. MSN Sync Problem
As mentioned in the above section, if you run Outlook Connector 12.1 directly, you won’t see a proper migration of your MSN calendar to Windows Live Calendar. To get around it, Microsoft recommends you update your MSN calendar before using the Outlook Connector 12.1.
Tip: Though slightly tedious, if you need to sync MSN calendar again, uninstall Outlook Connector 12.1 and make changes to the MSN calendar. Once done, re-install and run the Outlook Connector to sync MSN calendar with Outlook 2003 and above.
2. Can’t Connect to Windows Live Calendar through Outlook (all versions above 2003)
If you face problems synchronizing your Windows Live Calendar even after installing Outlook Connector 12.1, you need to update your accounts. To achieve this, visit the Windows Live update website and click on “Update Account”. Once you are done with updating the accounts, restart Outlook to sync Windows Live Calendar with Outlook.
3. Can’t Sync Windows Live Calendar in Outlook 2003
Though Outlook 2007 automatically synchronizes the calendar as you install the Outlook Connector 12.1, the process is not automated in Outlook 2003. To sync Windows Live calendar with Outlook, you have to click on Send/Receive option. The synchronization occurs when you manually click on Send/Receive after installing Outlook Connector.
4. Message Saying Outlook Cannot Start
This happens when the Outlook Connector is not installed properly. The correct method is to close Outlook before installing Windows Live on your computer. Once done, you need to reboot the computer. After rebooting, you will be able to start Outlook normally.
5. Message saying Premium Account Required
Among the main problems people face while running Outlook Connector 12.1 is that they see a message that they need a premium account for the program to work properly. This is just a leftover from the beta version and may be removed with next version. As of now, Outlook Connector 12.1 is absolutely free, though there are some extra goodies for people using premium Hotmail/MSN account.
NOTE: While you sync Windows Live Calendar with Outlook, the Outlook Connector makes some changes made to your distribution lists. You will not be able to see the contact names in distribution lists (only). Instead, when you sync Windows Live with Outlook, the names are replaced with email IDs. However, the individual contact records are not altered.