Sent messages would be in your Sent folder, not your Outbox. Re: Outlook 365: sent emails stuck in outbox - gmail accounts I've tried clearing the outbox and sending new emails but they all end up stuck in the outbox. Double-click on the meeting you want to check. Ensure that the "Send Immediately" option is checked. Everything is clickable (messages, buttons) but they only click and don't actually open or change screens. About every 20 minutes, I recieve a notification, that the mail I'm trying to send has attatchments that are too large. Thanks! Alternative Solution when Outlook Emails stuck in Outbox. Then click Query to display a list of all the IMAP folders on the mail server. With intelligent email, a task organizer, spam email protection, calendar reminders and contacts, Outlook lets you do more from one powerful inbox. Therefore, check it in the first place if Outlook sent items are missing.
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