MIGRATE EXCHANGE SERVICES TO 2016 PART 5 – CONNECTIVITY TEST

If Connectivity test failed, you need to Expand All and figure out the error and then fix it, for this case, it’s Testing HTTP Authentication Method test failed, Run follow cmdlet to verify and change settings.

Get-OutlookAnywhere | FT Identity,*auth* -AutoSize

Set-OutlookAnywhere -Identity "GDXEX02\rpc (Default Web Site)" -IISAuthenticationMethods Basic

You may need to reboot Exchange servers

Outlook Autodiscover Connectivity Test

1. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com
   
2. Select Exchange Server and click Outlook Autodiscover and then click Next.
   

   
   

3. Fill in all information and click Perform Test.
   

   
   

4. Make sure that The Outlook Autodiscover test completed successfully.
   

   
   

Exchange ActiveSync Autodiscover Connectivity Test

1. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com.
   
2. Select Exchange Server and click Exchange ActiveSync
   Autodiscover and then click Next.
   

4.

Exchange Web Services Connectivity Test – Synchronization, Notification, Availability, and Automatic Replies

1. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com.
   
2. Select Exchange Server and click Synchronization, Notification, Availability, and Automatic Replies and then click Next.
   

   
   

3. Fill in all information and click Perform Test.
   

   
   

4. Make sure that Tests of all Exchange Web Services tasks completed successfully.
   

   
   

Testing Inbound Mail Flow

1. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com.
   
2. Select Exchange Server and click Inbound SMTP Email and then click Next.
   

   
   

3. Fill in all information and click Perform Test.
   

   
   

4. Make sure that Inbound SMTP mail flow was verified successfully.
   

   
   

5. Make sure the test user received a Microsoft Remote Connectivity Analyzer Test Message.
   

   
   

6. Open the message in its own window.
   

   
   

7. On the File tab, select Properties.
   

   
   

8. Header information appears in the Internet headers box, select and copy all Internet headers.
   

   
   

9. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com
   
10. Select Message Analyzer, paste Internet headers and click Analyze headers.
    

    
    

11. Review the Inbound mail flow.
    

    
    

Testing Outbound Mail Flow

1. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com
   
2. Select Exchange Server and click Outbound SMTP Email and then click Next.
   

   
   

3. Fill in all information and click Perform Test.
   

   
   

4. Make sure that Outbound SMTP Test was successfully.
   

   
   

5. Logon outlook with test user account.
   
6. Send an email to outside Gmail account.
   

   
   

7. Login Gmail Account and open the email and select Show original.
   

   
   

8. Select and copy all Internet headers.
   

   
   

1. Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com.
   
2. Select Message Analyzer, paste Internet headers and click Analyze headers.
   

   
   

3. Review the Outbound mail flow.