What I have - I have 3 Mail accounts set up. GMail (IMAP) Business (POP3) Administrator (POP3) Whenever I want to compose an email using my business email account and i would to send it, for whatever reason it is sending it as my GMail account rather than my Business account. I have looked at my settings to ensure that nothing was wrong, but it appears to be fine. I am selecting the mailbox that I want to send from. What exactly am I doing wrong? I have attached 3 images. The first one is the settings window, second one is where I did select the mailbox and 3rd is showing the raw headers for the email I sent. If you look carefully, it does say "myadvatge.com" in the message ID field.