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oncall4youFlag for Canada

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Zendesk, Exchange and 550 5.7.1

I have a zen desk account that we are using for support tickets.  I setup a group that has a member the exchange contact  When users submit tickets they go in just fine.  If I reply on the ticket, we get the problem.  This started about 2 months ago now.  I have run out of ideas.

We keep getting bounce failures.  550 5.7.1 Client does not have permissions to send as this sender
I have seen where we need to have the send as self permission assigned, but since this is a group not an account it doesn't have that option.
So I created an account called and setup forwarding to  It failed zendesks forwarding verification.  

I have the spf record setup for Zendesk and it is verified.  my account also passes forwarding verification.  Zendesk support has said it is a problem on my exchange server.  

I have even setup a receive connector for Zendesk with their range of ip's accepted, and anonymous user as the permission group.  Currently our firewall is only setup to receive email from our spam service servers, but Zendesk mail is going through that so it is not the issue.  

Any ideas?  This used to work fine, and I have no clue what changed.
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Jason Crawford
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