I had a SP 2010 site setup and access it from my client machines. I was able to perform all administrative tasks from CA when I decided to switch to the server box and use the same host url “http://sharepoint.mycompany.com” that I was using from my client machine.
Guess what, I was not able to login to the site and it kept prompting me for my userid/pwd.
After much of looking around, found this useful article which seems to be pointing to the security measures put in place by Microsoft starting Windows Server 2003 SP1 and later. It essentially got the loopback check in-place to prevent Man-In-The-Middle (MITM) attack from malicious apps.
You can read more about is here.
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