Using Mavericks Apple Mail, I have two Exchange mail accounts, one for myself and one for Jane Doe. The accounts are organised in the left hand mailbox list with mine above Jane Doe's. If I reply to mail sent to both myself and Jane Doe, the default Sender that Apple Mail uses (unless I change it with the pulldown menu of email addresses) is Jane Doe, but it should be myself (since I am writing the email). Is this a bug, or behaviour that I can change? Note that on Preferences > Composing I have set "Send new messages from:" to my email, but this doesn't make a difference (and indeed the setting says it is for new messages, while I am concerned with the Sender of replies.)
Lets differentiate between NEW massages send from and Reply to sender.
There are 2 settings in Mail for each of the purpose.
- One is for new mails:
That is the setting to either use a specific account or current Mail box account.
- The other is for Replay-To.
The Reply-To settings are in each individual account settings, there you choose which account is to be used in Replay-To.
Preferences- Accounts - Outgoing mail Server (SMTP)
set the Server there and check the box use only this server.
Make sure you use (set) different server setting there for each account.
Are you using the unified inbox? If so, Mail has no way to know which "you" 'is replying to the message. If the mail was sent to A and B, and Mail is set up to check A & B, there is no way to distinguish which one is primary, without giving Mail some sort of hint.
One such way is to make sure the inbox of a specific account is highlighted in the folder view on the left.
I ws going to make this a comment about SamH's reply, but I don't have a high enough reputation:
I'm not sure why SamH's answer wasn't upvoted, because he's right.
I've included some images in case they help explain his answer graphically—sorry for the blurring, but the point should be fairly clear in each.
If you highlight "Inbox" and check a message addresses to you and Jane Doe, the response will come from either the Primary account holder; or the one that's first alphabetically—alphabetically when neither recipient is Primary has been my experience, anyhow.
If you highlight your Inbox in the list at left (when the Inbox list is expanded) and reply to the e-mail, it will come from you automatically.
If you highlight Jane Doe's Inbox in the list at left, the reply to the message will come from her.
I hope the images help, but if you came looking for an answer to this issue, please upvote SamH's response as it is completely accurate.
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protected by bmike♦ Jan 5 '17 at 11:51
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