e-mail stuck in Outbox

I have two accounts in my work Outlook, one is for regular and one is for service call, recently my service account e-mails are getting stuck in the outbox and not sending.

1) Its not due to file being to large

2) I have tried using the send/ receive and still not working

3) Its doing it will all e-mails that i tried to send from this account.

4) I have no issues sending from my other e-mail account on the same Outlook.