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External/Premises to Cloud Large Item Delivery

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Hi all,


 Hopefully someone can assist with this:


 I know the total message size for submission including header info, etc is 25MB.


What I am seeing is items that a just a tad over 20MB end up in my locals queues and expiring. These are items sent either from people in the same organization or from external sources (gmail, etc).


ORG details: Hybrid CoExistence deployment, multiple CAS/HT & MBX on premises with large number of accounts in Office  365 Exchange Online.


This is what I see in the queue viewer on my premises CAS/HT servers when this occurs (I have removed identifiable information):

From Address: *****@externaldomain.com
Status: Retry
Size (KB): 20491
Message Source Name: SMTP:Default
 CASHTSERVER
Source IP:
***.***.***.***

SCL: 0
Date Received: 3/21/2013 12:10:37 PM
Expiration Time: 3/23/2013 12:10:37 PM
Last Error: 454 4.7.0 Failed to establish appropriate TLS channel:

SubjectMismatch: Access Denied
Queue ID:
 CASHTSERVER\1900160
Recipients:  
user@service.domain.com



Anything right about or lower than 20MB seems to go through without this issue, my on premises send / receive connectors allow for up to 50MB items (don't ask, business leaders are crazy).


Thanks for any input you may have. =)


Nick M.


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