Consider the following scenario...
When the "Smart Alert Enabled" check box on the Alert tab of a Search is checked and the Search is saved in the win32 client, the "Smart Alert When" checkbox will appear as unchecked when the Search is viewed in the Web Client.
If the user then enables the "Smart Alert When" checkbox for the Search and saves in the Web Client, the "Smart Alert When" checkbox will appear as unchecked when the Searches are reloaded by moving to a different tab and then back to the Searches tab.