If you are using the iCloud add-in to sync Outlook's Calendar and Contacts with iPhone and sync is not working, verify it is enabled in File, Options, Addins. To enable it, click Go at the bottom of the screen then tick the iCloud add-in. If it's disabled every time you restart Outlook, you'll need to check the registry to enable it.
Open the registry editor and browse to
If the Apple.DAV.Addin key does not exist at that path, look for it at
Restart Outlook and verify the addin loaded.
Always Load Addin
If the addin is often disabled by Outlook, even with the loadbehavior set to 3, you can set a registry key to force Outlook to always load it. Browse to
HKEY_CURRENT_USER\Software\Policies\Microsoft\office\15.0\outlook\resiliency\addinlist(If keys in the path don't exist, you'll need to create them).
Right-click on addinlist, then add a new RG_SZ registry value named Apple.DAV.Addin and enter a value of 1.
HKEY_CURRENT_USER\Software\Policies\Microsoft\office\16.0\outlook\resiliency\addinlist String: Apple.DAV.Addin Value: 1
HKEY_CURRENT_USER\Software\Policies\Microsoft\office\15.0\outlook\resiliency\addinlist String: Apple.DAV.Addin Value: 1
HKEY_CURRENT_USER\Software\Policies\Microsoft\office\14.0\outlook\resiliency\addinlist String: Apple.DAV.Addin Value: 1
Do it for me
If you don't want to edit the registry, use one of these .reg files. Save the correct version to your computer, then double click to run it. (You may need to right-click on the link and choose Save link... )
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