Redirect outbound email from Office 365 to on prem email gateway


  • I need to redirect the outbound email from a specific mailbox in office 365 to my on prem email gateway for DLP scan, and then redirect back to office 365 to forward to internet.

    Email flow:

    Sender -> Office 365 -> on prem email gateway -> office 365 -> internet -> recipients

    May I know how should I configure the transport rule/connectors in exchange admin center for

    1. Redirecting the email of a specific sender to my on prem email gateway

    2. Forward the emails received from the on prem email gateway to internet and avoid email looping

    Thank you,


    Mittwoch, 16. Mai 2018 09:13

Alle Antworten

  • I can't think of any way to do that, sorry.

    Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
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    Mittwoch, 16. Mai 2018 20:46