Exchange 2007 migrating to cloud Office 365


I am going thru and starting a migration from on premises Exchange 2007 to Cloud based Office 365. I have done a check on the Microsoft Remote Connectivity Analyzer and it is coming back with an error of:

It says attempting to resolve host name was successful. Testing port 443 was successful.
Testing the SSL certificate to make sure it's valid.
  The SSL certificate failed one or more certificate validation checks.

When I use Outlook on my laptop outside my business network it connects up to my exchange and downloads and sends emails no problems.

I have a Go Daddy certificate installed on my server for the

Any ideas on where I can start with this?


Who is Participating?
Vincent BurtonCommented:
Some times this issue occurs because an intermediate certification authority (CA) certificate is not present on the device or on the Exchange Server server with which you are synchronizing.

You can visit this post to know about Purchasing and Installing Your SSL Certificate on Office 365:

Also have a look on this informative blog post: 

Hope it helps you!
Vasil Michev (MVP)Commented:
Which check specifically? Do you get certificate warnings or similar when accessing anything via OA externally?
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