anonymous user
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What's the detailed version of your Exchange 2016, please check with the following command:
Get-ExchangeServer | Format-List Name,Edition,AdminDisplayVersion
Did you try to relay messages to external users from your application or services?
If so, as AshokM-8240 mentioned, please created a dedicated Receive connector for anonymous relay.
If you just try to send from the user mailbox in your organization, please check if other user mailboxes can send messages to external recipients.
You can use this command to check send connector settings. You can post the screenshot here and don't forget to cover your personal information:
Get-SendConnector|fl
Additionally, I make some modification on the command provided by AshokM-8240. You can use it to list some important information for message tracking:
Get-TransportService|Get-MessageTrackingLog -MessageSubject <subject> -Sender <mailbox address> -Recipients <mailbox address> |select timestamp,EventID,Source,ConnectorID|sort-object Timestamp
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Are you able to send emails to gmail.com or outlook.com from other mailboxes in Exchange?
Do you have the send connector configured to send emails to internet?
https://learn.microsoft.com/en-us/exchange/mail-flow/connectors/internet-mail-send-connectors?view=exchserver-2019
If the issue still happens, create a new receive connector for anonymous relay
https://learn.microsoft.com/en-us/exchange/mail-flow/connectors/allow-anonymous-relay?view=exchserver-2019#step-1-create-a-dedicated-receive-connector-for-anonymous-relay
actually we are facing issue when configured outlook using Pop3, Otherwise internal and external mail flow is working fine. so why need to change the send connector.
Please follow the steps below to create a new receive connector for anonymous relay and check
https://learn.microsoft.com/en-us/exchange/mail-flow/connectors/allow-anonymous-relay?view=exchserver-2019#step-1-create-a-dedicated-receive-connector-for-anonymous-relay
Hi,
Just to check if there are any updates. If the above suggestion helps, please click on "Accept Answer" and upvote it. Thanks for understanding.
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