Emails stuck in my draft folder

I open them and hit send and follow through. Many of my stuck emails are for the university where I work. I find that if I email from the open documents, they don't show in my sent folder. If I email from an open document, I add myself as a blind copy.

Hello

I have emails that appear and disappear in my draft folder but aren't appearing in 'sent.' It's hugely worrying and has happened twice now. They don't have large attachments but there is one recipient in common - could it be something to do with their email address?

Workaround create a new mail or reply to specific mail again, copy and paste the content from draft mail and copy and paste the attachment files and send again. It will go immediately. Delete the draft mail stored.

Do I need to open a ticket for myself? how do I open a ticket? Can you please share the link?

I have opened a Ticket at the Microsoft Support, it was an issue of the Microsoft Servers, a Day later everything worked fine

I believe I’ve found a solution. I think it works if you delete the email address and re-enter it. This is a dumb workaround, but it's better than the infinite loop I was in.

FYI: I figured this out b/c I'm using Outlook on my Gmail account. When I went to the draft folder on the Gmail website, I saw that my to: feel was occasionally empty. That made me think Outlook doesn't see the To: field content correctly.