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O365 Mail Flow – Inbound/Outbound

Inbound messages from the Internet

You must manually configure your MX record if you want to change how your inbound Internet mail is delivered.

Scenario 1:  MX record point to the Exchange Online Protection (EOP) service in Office 365:

Centralized mail transport is Disabled

Internet -> EOP ->Exchange Online -> Deliver the email to O365 user.

Internet -> EOP ->Exchange Online -> EOP->Exchange Server -> Deliver the email to On-Prem user.

Centralized mail transport is enabled

Internet -> EOP -> Exchange Server -> Deliver to On-Prem User.

Internet -> EOP -> Exchange Server -> EOP -> Deliver to O365 User.

Scenario 2:  MX record point to the Exchange On-Premises:

Internet -> Exchange Server -> Deliver to On-Prem User.

Internet -> Exchange Server -> EOP -> Exchange Online -> Deliver to O365 User.

Outbound messages to the Internet

When you run the Hybrid Configuration wizard, you can select one of two options:

Scenario 1:  Centralized mail transport disabled

Exchange Online User -> Exchange Online -> Scan -> EOP -> MX Lookup -> Deliver to the Internet User.

Scenario 2: Centralized mail transport Enabled

Exchange Online User -> Exchange Online -> Scan -> EOP -> Exchange Server -> MX Lookup -> Deliver to the Internet User.

Ref: https://docs.microsoft.com/en-us/exchange/transport-routing

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