I selected this box and the problem disappeared. This was deselected and I could not sent messages. It looks like you're unable to send or receive email from your Mac.com address. In mail preferences > SMTP > edit SMTP list > Advanced, there is a little box that says Automatically detect and maintain account settings. Welcome to the Apple Support Communities. Update February 26, 2018: If you're email is still not working after this, in Mail open the Mail menu. Click Google, and sign into your Gmail based account again. Click the Apple menu System Preferences Internet Accounts. Select the account with the broken outgoing mail server, and then click the minus sign at the bottom.Update February 26, 2018: If youre email is still not working after this, in Mail open the Mail menu. This outcome can happen for a number of reasons, but the two most likely are as follows: either the mail service you use made changes to its settings and you need to update your settings, or your Mail preference file is outdated or corrupt - or has the wrong file permissions associated with it. Select the account with the broken outgoing mail server, and then click the minus sign at the bottom. A dimmed 'Send' button in Apple Mail means there isn't a correctly configured outgoing mail server associated with the Mail account.If messages are in a Recovered Messages mailbox. If emails aren’t displayed or look strange. If searching doesn’t find the right emails. Problems viewing messages and mailboxes.
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