I had that problem for months, eight emails always uploading. Good idea, Beowulf1, and that helped me to force an Outbox, thanks.īut you can keep your Ethernet cable plugged in and simply switch Outlook to Offline mode in the Tools tab while you send yourself the trigger email.ĭoes anybody else have messages that don't appear in the elusive Outlook 2011 Outbox, but are stuck in a loop uploading from the Outlook Sent folder to iCloud, in order to update the Sent folder on iCloud and other devices?
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