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CAS -> Edge Transport Failure

All,

So I'm trying to send mail from inside -> Internet, and my messages are getting stuck in the queue saying "451 5.7.3 Cannot achieve Exchange Server Authentication."

This is a brand new Exchange setup, brand new receive connector created by default.

All of my edgesync stuff works fine. I can start-edgesync, works great. No errors. No failures.

I thought it may have been the TLS certificate (I initially had the original self-signed cert).

The only thing I'm wondering is if it's failing because I applied my single unified cert to this server (the same cert I'm using for OWA/Autodiscover/etc). I put the 'smtp.contoso.com' in the SAN field.

I can SEND mail from the outside just fine. It shows up in my internal mailbox. So Edge -> CAS/Hub is working great.

Pretty standard setup.

2x Dual Role CAS/MBX boxes in a DAG

1x Edge Transport in DMZ

No firewall between CAS/MBX servers

Firewall between CAS/Edge

Ports open between CAS/Edge:

2525 (bidirectional)

25 ( bidirectional)

50389 (CAS -> Edge)

50636 ( CAS -> Edge)


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