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Exchange 2010 Mail is not delivered to external addresses in dynamic distribution Group

When setting up a DDG, I set it to use a specific OU where we put our external users. At first I used the send to all, effectively no filter command. I did specify limited senders, myself being one of them. I did not add any emails/users to the reject list.

When I send to the group, the email appears by all accounts to send from my end. I never receive any type of error. I've also checked the mail tracking tool and it shows the message being delivered to the distribution group successfully. However, none of the individuals in the group actually receive the message.  The first DDG (the one that matters) has over 2500 users. I've checked mailflow and I set the limit to 5000 so I don't think that is the issue. 

I then created another dummy OU, added external users utilizing my various external emails for testing, (5 total). Utilizing settings as mentioned above, still could not send with all the same indications or lack there of. 

Any ideas? 


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