Automatic replies, like OOO, are sent to the address in the From Email Address correct? |
OoO responses can go to 1 of 3 addresses:
- The SMTP envelope sender, usually <uniqueidentifier>@*.mktomail.com. You will not receive such responses unless you have branded sender on your subscription. This is the correct destination for auto-responses, but unfortunately it's often ignored.
- The From: address. This isn't the technically correct place, but in the real world is a common destination, the main offender being Exchange servers.
- The Reply-To: address. This is extremely rare, but some misconfigured software will hit the Reply-To:. You don't have to worry about this.
I don't believe different From: and Reply-To: addresses @ the same domain pose any risk vis-à-vis spam detection in 2018. In the old days, when I was on the spamfighting side, we used to counterweight on matching From: and Reply-To: but I don't know if anybody cares about that anymore.
What I think is the main concern is professionalism. While splitting From: and Reply-To: will spare the employee some (perhaps a lot of) mess, it shifts the mess to the public sphere. IMO, non-matching addresses just looks untidy. Instead I would use Josh's approach and have a single proxy mailbox for both From: and Reply-To:.