Auto-reply to emails on a specific domain?

We have an old domain name that was used by a company we absorbed. Some employees have a secondary address with a xxx@olddomain.com email address on their mailbox. What are my options for sending an auto-reply to any sender that sends an email to that old domain name? I my understanding, any recipient with an @olddomain.com address would need to set up a Rule/Auto-reply individually. Is there a way to do this at the server/domain level?

Currently using Exchange 2010 but will be upgrading to 2013 or even 2016 in the next few weeks. Employees are using Outlook 2010 or 2013.

Our goal is to send replies to senders that the old domain will be going away and then phase it out.
Eric JackIT ManagerAsked:
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Tom ChadaraviciusSenior DeveloperCommented:
1. Modify the MX record of the olddomain.com to point to SMTP you control.
2. At least on Linux, Exim, it is possible to configure the SMTP server without needing to have each mailbox user to set up an autoresponder (I have not worked with Exchange for about a year, my apologies)
3. Similarly, it is possible to forward incoming e-mail to the new user mailbox.
Thank you,
Tom
Muhammad BurhanManager I.T.Commented:
you can set a Transport rule in which:

Condition > "The To or Cc box contains" and type "*@olddomain.com" in address.

Action > "Send rejection message to sender....." and type "your message with new domain" in "rejection message".

otherwise you can easily do that task at user side (outlook rule).

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Alexei KuznetsovMicrosoft Outlook MVPCommented:
Create the Exchange Transport Rule on your Edge (or Hub Transport) Server(s):

when a recipient's address contains specific words (add @olddomain.com), send rejection message to sender with enhanced status code (specify the desired message and set 5.7.13 as a status code). In addition, you can enable the delete the message withot notifying anyone action if needed.
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Eric JackIT ManagerAuthor Commented:
Sorry I haven't responded with results of these suggestions. I'm running into a problem where emails aren't coming into my Exchange server with that domain at all!
Eric JackIT ManagerAuthor Commented:
The Transport rule would have worked. Sort of. The rejection email it generated wasn't "user friendly". In other words, it looked like a system generated email (which it was) that people don't really bother reading. The message I put in was buried in the middle of all the other text.

Anyway, it's a moot point. The reason for doing this was to send auto-replies to anyone emailing an address on that old domain. We wanted to warn them that the email address (domain) was going away. In the end, we decided to just pay to keep the domain. That way we don't need to worry about anyone else grabbing the domain and possibly confusing our customers. The relatively small price to keep the domain is well worth it when you think about that.
Alexei KuznetsovMicrosoft Outlook MVPCommented:
That way we don't need to worry about anyone else grabbing the domain and possibly confusing our customers.
Good point!
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