E-mails on my outlook account stuck in the out box

My e-mails on my outlook account seem to be stuck in the out box.

I have to open and close emclient a few times before they finally get sent!

Any thoughts ?

Probably not what your problem is, but any chance you have the “Send Later” switched on?:

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Thanks but no, that’s not the answer

I am having this problem too! Just started a few days ago. Yours seems like a recent problem too. I wonder if it’s the server or some other problem with eM client itself. Any solutions besides closing the app and restarting?

As a test, can you completely disable any anti-virus, firewall, proxy or VPN, then try again.
Sometimes even restarting your router may resolve this.

If that doesn’t help, go to Menu > Operations > Log tab, and see if there are any SMTP errors listed there.

I’m having this problem too! I can receive but not send. I’m using windows 7 and the same problem started happening with windows live mail. They work fine if I use Opera mail but I’d prefer to use EmClient if I can get it to work.