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Laird Spicehead wrote:Ĭheck the following setting File -> Options -> Mail -> Save messages The solution was posted by someone in the Spiceworks community in the article Outlook not putting copy of email in sent folder. Exactly every second start of Outlook showed this behavior. The usual attempts to solve the problem with installing updates, having Office repaired, deactivating add-ons, a new profile did not lead anywhere. The problems occur exactly every second start of Outlook. Closing and reopening it again causes the error. If Outlook is closed and reopened, everything works as usual.
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In parallel to the problem, the "Auto Complete" feature does not work when entering an email address. After that, the mail is sent (also arrives at the recipient), but does not appear in "Sent Items". Mails to be sent stay in the outbox until you press Send/Receive. A user there describes a rather strange error pattern in Outlook 2019 (Office Home & Business with POP3 account): I had already noticed this thread at German site some time ago (didn't have time to address it here on the blog yet). Weird: On Android with Nine, the problem does not exist. Sent mail disappears and can't be found in Outlook. I stumbled across this error description again on Facebook over the weekend. Sent mails disappearedĪnd then there's the bug of sent mails disappearing and not being found in the Sent folder in Outlook. I had already noticed it at Bleeping Computer in early April 2021, but didn't address that on the blog.
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In the Microsoft 365 update channel, where users, get monthly updates, a fix should be rolled out automatically.
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Microsoft provides instructions on how to work around the issue in the support article. This problem can also occur with long URLs and when processing with SafeLinks.
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The bug can occur when the 2084th character in a link is an Escapes character. Microsoft had published a support post Outlook error "Cannot send this item" when replying to an email as of Maand marked the bug as fixed. Within the forum thread is asked at the end of March, beginning of April 2021, whether the bug had been eliminated by the monthly Office updates. The bug has been confirmed in the forum by many affected people. The whole thing also does not work when he tries to save message and send it afterwards. A user reported that his Outlook shows the message "cannot send this item" every time he tries to reply or forward a mail as HTML. In the Microsoft Answers forum the "cannot send this item" bug in Microsoft Outlook has been discussed since February 2021.