Outlook messages occasionally get stuck in the outbox. Nothing seems to resolve the issue except deleting the account and recreating it, which is fine but a pain since it involves redownloading all messages. I’ve had to do this several times in the past few months. EM Client will run fine for weeks and then this will happen. Any idea what’s going on?
I had this very same issue in the last couple of days. It’s frustrating. I had to go use my Outlook app on my phone to send the stuck messages. Funny thing is there’s no error message shown - just stuck messages in outbox. It’s gotta be an eM client glitch since it sends fine in other apps (e.g. Outlook and Windows Mail). Need a permanent fix soon.