Hybrid Configuration Wizard mailflow problem
October 13, 2015
Recently the Exchange hybrid team released the new “stand alone” hybrid wizard called “Microsoft Office 365 Hybrid Configuration Wizard” or HCW.
Read the post on the Exchange Team Blog about the new Hybrid Configuration Wizard here http://blogs.technet.com/b/exchange/archive/2015/09/04/introducing-the-microsoft-office-365-hybrid-configuration-wizard.aspx
Today I decided to try it out in my lab to prepare myself for a migration.
I was amazed how easy it went. It was almost “next, next, finish”.
Only one thing didn’t work for me – the mailflow from on-premise to Office 365.
I started to investigate. First I took a look at the que. I could see the message from the outside, to on-prem. This message was supposed to be delivered to the user in the cloud.
Here is another view of the message in the que.
I took a look at the error message. My first thought was that it was a network error. “Connection timed out”.
I decided to test network connectivity. It worked as it should.
I then took a look at the Receive Connector in my Office 365 tennant. I saw the message to the right “How to identify email sent from your email server” and was thinking if it could be somthing with my “Send Connector”.
I went back to the on-prem server and took a look at the Send Connector. I saw that the “Assigned to services” was only assigned to IIS.
I then assigned the certificate to the SMTP service.
Now I did a retry on the que and took a look again, and the mail was delivered to Office 365.
I don’t know it the Hybrid Configuration Wizard – HCW – was supposed to assign the certificate to this service or not, but remember to check.