Out Of Office Default Sender Address

For some reasons, our external out of office auto reply is being sent from the secondary email address and not the PRIMARY email address. e.g. of secondary email address: user1 @ contoso. mail. ...

exchange online

Exchange Server

hybrid

evfdcs
Oct 09, 2023
UPDATE: We had to disable sendfromaliasenabled.

Set-OrganizationConfig -SendFromAliasEnabled $FALSE

LeonPavesic

Silver Contributor

Jul 04, 2023

Hi evfdcs,

In a hybrid setup, where mailboxes are already in Office 365, there are a few factors that can cause the secondary email address to be used instead.

Here are some possible reasons and solutions:

Incorrect configuration: Verify that the primary email address is correctly set as the primary SMTP address for the user mailbox in Office 365. Check the mailbox properties and ensure that the primary address is listed correctly.
Attribute synchronization: In hybrid environments, attributes like the primary SMTP address are synchronized between on-premises Active Directory and Office 365. Ensure that the primary SMTP address is correctly synchronized to Office 365 from the on-premises environment.
OOF configuration: Double-check the Out of Office settings in Exchange Online (Office 365). Ensure that the external OOF auto-reply is configured correctly and set to use the primary email address.
Transport rule or mailbox configuration: Check if there are any transport rules or mailbox configurations in Exchange Online that may affect the OOF behavior.

Kindest regards

Leon

evfdcs

Brass Contributor

Jul 05, 2023

Thanks for the suggestions. I have already checked all of them. One question for item no.3, the part where you mentioned "set to use the primary email address. ", how is this checked?

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Out Of Office Default Sender Address

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