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Re: Step 2 of Setup: Hosting company IP address does not pass the "Check Now" Step.

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If you're using the same ip address as used before, there's no reason why it shouldn't work if added correctly. The problem is MSFT has made what should be a pretty simple process unnecessarily complicated. My advice is avoid using MSFT's nameservers; park your domain so you're using your registrar's (or other) nameservers. Add the records needed - you can get the 365 records from admin>>domains>>dns settings. 

At minimum you'd need:

A for the web site and CNAME for www

MX for email.

CNAME for autodiscover


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