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For example, if I were to write a calendar app on top of AIR, say with Flex, could this app pop up reminder windows for approaching appointments, just like Microsoft Outlook can?

Clarification: Can those windows be actual dialogs where I can enter and save information?

+1  A: 

Twhirl pops up "toast" notifications (similiar to most instant messengers), while it is running in the system tray.

So yes.

spoon16
+4  A: 

See Creating toast-style windows

Duncan Smart
Thanks! Can those windows be actual dialogs where I can enter and save information?
thvo
Yes, they're just windows without the normal chrome.
Duncan Smart