Exchange 2010 to Exchange Online migration Error

Hello,
I am in the middle of an Exchange 2010 to Office 365 cutover migration and i keep getting errors when trying to create a migration endpoint on Office 365 hence the migration can't progress. 
I have sucessfully completed step one which is to verify the on premises domain and the Office 365 domain but it seems i am stucked on connecting with Outlook Anywhere using each available method on Microsoft Remote Connectivity Analyzer.
The first error message that i am getting when connecting through Microsoft Remote Connectivity Analyzer is that the
"The certificate chain could not be built. You may be missing required intermediate certificate". On a side note, this works on internal LAN and Outlook clients are able to connect using autodiscover.
The second error message i get, is when trying to connect using "Test-MigrationServerAvailability -ExchangeOutlookAnywhere -Autodiscover -EmailAddress <email address for on-premises administrator> -Credentials $credentials"
on a Exchange Online Powershell session i am getting:
"The migration service failed to detect the migration endpoint using the Autodiscover service."
I just can't understand why the Autodiscover tests won't pass. I am aware that Microsoft Remote Connectivity Analyzer would show error because it misses the root certificate but what should i do in order to have it running properly?
Please note that i am using an internal CA-Server which is the Exchange Server it self so i have self signed certificates. 
I wonder, am i missing the big picture here?
For the migration endpoint/batch to work, is it mandatory to have a valid certificate or to be able to use autodiscover?
Thanks.

You need valid publicly trusted certificate to create the migration endpoint. You can get one for free from sites like startssl or comodo.

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