Microsoft 365/Exchange Online - Outlook rule "Have server reply using message..." not working when recipient is on exchange online

Question

I have a user that wants an automatic reply being sent back only to certain people (outside the org) with his outlook client.

I have managed to configure the outlook rule "have server reply using message" and created a template. This seems to work fine when sender don't have an exchange online mailbox, but not when the sender is on exchange online as well.

I know that I can add an autoreply with a template, but this works only when the user is running outlook, I need it to be server side. Can anyone help me out with this one?

Open a support case in your Office 365 tenant. It's free of charge. That's the quickest way to get it resolved. — joeqwerty, Jun 08 '22 at 15:45
Would you mind to mark the helpful reply as a best answer? Thanks! — Aaron, Jul 04 '22 at 08:14

score 1 · Answer 1 · answered Jun 20 '22 at 08:49

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I opened a support case in my Microsoft 365 Tenant. Due to the limitations in OOF I am forced to go with the outlook rule "have server reply using message". As of now Microsoft does not have a proper way to make this work nor a workaround.

answered Jun 20 '22 at 08:49

gasdug

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Yes, i think "have server reply using message " is the only way to do it. – Aaron Jun 21 '22 at 09:28

score 0 · Answer 2 · answered Jun 09 '22 at 02:39

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According to my test, OOF should work properly whether the outlook client is online or offline. When the Out of Office Assistant is enabled, only one reply is sent to each sender, even if you receive multiple messages from that person.

You could add the external users as contacts and set the OOF only reply the contacts.

If you would like to have a reply sent for every message, use Rules instead of the Out of Office Assistant.

answered Jun 09 '22 at 02:39

Aaron

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Thank you for your answer. I understand the function of OOF. Problem with OOF is that I only have two options to configure automatic replies - inside my org and both, but not only outside the org. Also I want to be able to get the auto-reply triggered with every email that is sent. – gasdug Jun 09 '22 at 17:05

score 0 · Answer 3 · answered Jun 10 '22 at 08:36

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Maybe you could create a rule in outlook to trigger with every emails. Check below screenshot, and create a similar rule for yourself.

answered Jun 10 '22 at 08:36

Aaron

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Did the issue get resolved? I'd appreciate it if you choose the most helpful post above and mark it as the best answer, this will make answer searching in the forum easier and be beneficial to other community members as well. Thanks! – Aaron Jun 14 '22 at 09:24

Microsoft 365/Exchange Online - Outlook rule "Have server reply using message..." not working when recipient is on exchange online

3 Answers3