Due to the added complexity of configuring a connector direct send is recommended over microsoft 365 or office 365 smtp relay unless you must send email to external recipients.
Office 365 smtp relay sent items.
When you send emails through an office 365 connector it is relayed through office 365.
As a result the sender s office 365 display name will now be shown as part of the from address.
If you need assistance with a task or if you are troubleshooting a problem you might find the following articles helpful.
For the majority of cases the office 365 smtp relay option proves to be the best and most flexible choice as the other two options have requirements and limitations that often prove to prevent an optimal utilization.
Messages that are sent by using smtp authenticated submission protocol will now behave in the same way as other submission protocols in office 365 such as the protocol that is used when emails are sent by using outlook on the web.
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Opting for an office 365 smtp relay has the additional benefits of not requiring a separate licensed office 365 mailbox to send.
Microsoft 365 or office 365 smtp relay is very similar to direct send except that it can send mail to external recipients.
Smtp simple mail transfer protocol is used when you set up an on premises multi function printer scanner fax or line of business lob application that needs to send email.
If some or all of your mailboxes are in office 365 there are a few options available.
I have exact same frustrating situation.
And are willing to share.
Exchange is simply told to accept emails from the connection and relay them onward to the target so no you cannot in exchange at least see it in the traditional way of a sent items folder.