Yeah, who would have thought "password" was "medium" and "password123456" was "strong"? Thanks for verifying that, Microsoft!
"aaaaaaaa" also is medium, while "aaaaaaaaaaaaaa" is strong.
Looks like all that stupid Microsoft is doing with that password checker is counting the number of characters. 8 characters - no matter what they are - are considered medium, 14 characters, strong. How brain-damaged is that? But it pretty much illustrates the security model that Microsoft uses in Windows, and explains the rampant security issues constantly being discovered there.