I had chosen one of the three accounts to be the default account for composing new emails, and that worked fine. Prior to the upgrade, everything was working fine. There are three email accounts set up in Apple Mail. I am experiencing a similar problem following an upgrade from MacOS 10.14 to Monterey. The problem now is that you will have to manually enter the ‘From:’ address for every new email.

You can go to ‘Mail’ –> ‘Preferences’ –> ‘Composing’ and where it says ‘Send new messages from:’ change it from ‘Automatically select Best Account’ to be one specific account. Â€¢ This is only a problem is you have multiple email accounts in Apple Mail. Â€¢ This update seems to have happened automatically with the update to MacOS Sierra. It’s much less intuitive that Apple Mail changes the ‘From’ field on the fly after you type in a person’s name into the ‘To:’ field. Â€¢ It was fair enough for Apple mail to change the ‘From’ field according to which Inbox you had open, because it does it at the time you create a new message window. I think that the way it used to work is that Apple Mail looked at which ‘Inbox’ you had selected, and it would make that person the ‘Sender’. If you don’t like this behaviour and you’d like to provide feedback to Apple about this, use this link. If you don’t realise this has happened, the email will get sent with the wrong sender. This means that whenever you send an email to someone who another member of your family sends emails to, it may put the wrong ‘From:’ address. When you compose a new email in Apple Mail, after you type an address in the ‘To:’ field, when you hit the ‘return’ key Apple Mail now AUTOMATICALLY changes the ‘From:’ address to whichever account usually sends the most emails to the person in the ‘To:’ field. Read on for what’s causing the problem and how to fix it! I have finally figured out what is happening, and I can’t believe I didn’t notice it earlier. And in the worst case, some emails have been sent from a separate ical calendar that I don’t even check. I have been sending emails, and they have appeared as coming from my wife.

Our emails have been getting mixed up! My daughters have been sending emails, but the replies have been coming to me. Over the past couple of months our family has discovered a strange little problem.

New mac email address