Exchange 2010 Hybrid Wizard Fails

I have been working on a project recently and setting up an exchange hybrid deployment for 1400 users.I ran into a lot of issues with the wizard and have noticed a lot of people on the web have had some problems as well. So I thought I would post the most common issues and how I resolved them.

This is the default directory for the hybrid wizard log files
C:\Program Files\Microsoft\Exchange Server\V14\Logging\Update-HybridConfiguration

  1. “” isn’t a valid SMTP domain – This is when there is still a self signed certificate that has iis & smtp services applied to it Delete the certificate and ensure iis & smtp are assigned to a trusted certificate and rerun the wizard.
  2. An unexpected result was received from Windows Live. Detailed information: “InvalidUri InvalidUri: Passed URI is not valid.”.

    This is when the federation gateway services have blocked the domain you are trying to federate.Your DNS TXT confirmation record shows up fine when you query it on So you need to escalate it with Microsoft and get it white listed. The unfortunate part for me was that the particular domain that wasn’t trusted was the external facing domain on my hybrid server and had the domain name linked to my wild card certificate and because of this the wizard would not complete.

  3. ERROR:Updating hybrid configuration failed with error ‘Subtask Configure execution failed: Creating Organization Relationships.

This is an update which I am posting today 12.12.2012 (great date)

Before you run the hybrid configuration wizard or need to do any of the below , run this command in the exchange management shell

Set-AutodiscoverVirtualDirectory “casservername\Autodiscover (Default Web Site)” -WSSecurityAuthentication $True

    Now the last error is the most common one which I have seen people having problems with on the web and drove me crazy. So i just manually created the onpremise and online organisation trust.The hybrid wizard even though it fails , still manages to create the “On Premises to Exchange Online Organization Relationship” and it will populate the autodiscover endpoint of your office 365 tenant.

    So now browse to the federation tab on your onpremise organisation and take note of the application URI

    Now browse to the Online tenant and create a new organisation relationship and call it “Exchange Online to on premises Organization Relationship” Then manually enter the settings as per the image below. Adding in your already federated domains. You can simply add the domain that is blacklisted at a later stage. Enter the application uri that you previously took note of and finally enter and this will be the domain that can access your hybrid server and the wild card certificate.
    Enable free/busy on both the onprem and online organisation relationship.
    Then add in a send connector and add the default domain. If you were transitioned from bpos to office 365 add in that domain as well.Add in the smart hosts as per the image below and your source servers.

    Then create a receive connector and only allow email from the following ip addresses and ranges. These addresses may change pending on what part of the world you are in.

    Lastly you need to enable the mailbox replication proxy service which you can do so by running this command in the exchange management shell

    Set-WebServicesVirtualDirectory -Identity “EWS (Default Web Site)” -MRSProxyEnabled $true –MRSProxyMaxConnections 100

    This will enable the MRSProxy correctly in SP2. If you have changed the timeout values of the data move then you will again need to go to your web.config file and update the timeout value again. If you are not familiar with this it is the timeout value of the MRSProxy when performing a remote mailbox move. When you are performing bulk migrations of users to Office 365 it is a good idea to increase this so you don’t get failures during overnight data loads if you are using virtual machines for the Mailbox or CAS roles.Open the web.config file located in C:\Program Files\Microsoft\Exchange Server\V14\ClientAccess\exchweb\ewsGo to the bottom of the file and locate the new smaller MRSProxy section and make the change shown:

    So this worked for me , I could see free busy between onprem and an online tenant, and move mailboxes between onprem and office 365 even though the hybrid wizard had been failing.

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