Automatically bcc 'from' address

I know there’s a setting to bcc one or more specific addresses by default, but i haven’t found a way to bcc the ‘from’ address selected (which will change if the from address changes). Am I missing anything?

This will be helpful in scenarios where aliases are used, in particular:

  1. prevent main address from leaking in case bcc is not handled properly (e.g. by server);
  2. easier to write rules which can be applied to both incoming and outgoing (bcc’ed) emails with the same alias.

You can’t BCC a from address.

You can only BCC an address you are sending to. Its purpose is so that the BCC recipient is not made known to the other recipients.

Not sure if i follow. Let’s say i have two aliases. Can we not automatically add alias1 or alias2 based on which one i choose to use as the from address? This is how iOS and Mac Mail work (like below):

Screenshot 2024-02-21 at 11.28.51 AM

You mean BCC a TO address, not BCC a FROM address.

The option you want is in your account settings:

Any message sent using that account, or one of its aliases, will BCC the address you enter there.

BCC addresses are not in the message the recipient receives, so they won’t be able to see who you BCC’d. That is the function of BCC, to hide that recipient address from the other recipients.

Yes. I meant the BCC TO address, but i’m looking for a way to automatically BCC TO the alias i intend to send the email ‘from’, as opposed to use a static value.

Edit: as shown in the screenshot of Mac Mail.

Screenshot 2024-02-21 at 11.53.12 AM

Screenshot 2024-02-21 at 11.53.07 AM