Using Classic Outlook on Windows for personal email, calendar, and contact management
Hello NandoIT,
First, may I double confirm if you directly send emails to that Distribution List or that user? If you sent the emails to the DL, please directly send to that user with Click To > choose global address book > find that user there and add him to "To" then send out the test email to see if it make any difference, thanks.
Moreover, if the issue persists, to isolate the problem is Outlook Client related or the recipient account, please navigate to Outlook Web App and then see if it make any difference, thanks.
On another hand, if the recipient's mailbox is hosting on Exchange Online, please try to Connect to Exchange Online PowerShell and then run Get-Recipient xxxx ( the affected user) | FL and then share the full result with me. Also I'd like to confirm
- if the sender is an on-premises mailbox or online mailbox user?
- Please share the command result with me.
- Do you deployed Exchange Hybrid?
To protect your privacy, I will send you a Private Message (PM) to collect the generated information there, thanks.
Best Regards,
Oliver