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Q: How do I send mail FROM a mailing list when using Apple Mail with my Exchange account?

Context

  • Sending mail using a Moira list as the listed FROM address
  • Microsoft Exchange at MIT
  • Apple Mail for the Mac configured with an MIT Exchange account
    • Please note that this feature is better suited to be used on Outlook (article with directions) as Apple Mail requires showing multiple Inboxes of the same account. This will be shown in step 8 below.
  • You need to be an owner of the Moira list

Answer

MIT's Exchange environment does not allow outgoing mail with a "fake" FROM address. This prevents sending mail with a FROM address other than the individual sender's and also prevents the re-directing or "re-disting" of mail. However, there are easy work-arounds for every mail client program except the web-based Outlook Web Access.

The general solution is to set up a separate email account in your mail program specifically for sending mail with this "fake" FROM address via MIT's SMTP server, rather than via the Exchange environment. This second account can be configured alongside the personal Exchange account. As an added benefit, this will still allow you to use authenticated SMTP to send these messages, preventing them from being flagged as spam and maintaining the ability to verify the sender of the message.

  1. Launch Apple Mail
  2. Go to the "Mail" menu and select "Accounts"
  3. Click on “Add Other Account”, and then “Mail Account”
  4. In the new window put in a name for the account, and the mailing list email address that you want to use. Put in a fake password and click “Sign In“
  5. There will be an error that will require you to re-authenticate, here you will enter the following then click “Sign In”
    • Email address- Moira list email address
    • User Name- Your Kerberos username
    • Password- Your Kerberos password
    • Account Type- IMAP
    • Incoming Mail Server- imap.exchange.mit.edu
    • Outgoing Mail Server- outgoing.mit.edu
  6. The account will now be listed now and can be renamed to something else
  7. When you open a new composition window, the From address will have multiple choices, including your new From address
  8. The caveat mentioned earlier is shown below, you will now see two Inboxes for the same account. Apart from it being an inconvenience though it should not change usability

IS&T Contributions

Documentation and information provided by IS&T staff members


Last Modified:

May 12, 2021

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