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Hybrid with O365

Hello all!

 

I'm currently in the process of getting our On-prem Exchange connected and eventually migrated up to Office 365.  The current setup is essentially World-->Email Appliance 4.2.1-->Exchange.  In the future I would still like to utilize it so it would add O365 to the end of that, however I also want to maintain the outbound mail going through Sophos for compliance reasons.  

 

So the future flow would be O365-->Sophos-->World, when I tested that Sophos kicked it back with a Relay denied (Reason: [{LED=454 4.7.1 <EMAIL>: Relay access denied}).  I added in the office 365 .onmicrosoft.tenant.com address but it s till refusing.  There's a place to add singular IP addresses as a "internal sender" however I dont' feel comfortable adding all those, in addition it doesn't seem to accept ranges.

 

Is there a way to have that kind of configuration with Email Appliance and Office 365?

 

Thanks in advance for your help~!



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