I’ve found under some circumstances, new versions of Windows (XP and 2000, using NTFS) are still looking at the DOS 8.3 versions of filenames when using wildcards.
Real world example: a set of files such as tpo12345.xml tpo12346.xml tpo12347.xml etc. To find these, you’d use a wildcard such as tpo?????.xml
If you have a file called tpo1234567890.xml, it shouldn’t match using this wildcard, but it does, because the filename’s backward-compatible short version (in DOS 8.3 format) is something like TPO123~1.XML, which matches. It appears to only happen when the first part of the wildcard (without the suffix) is 8 characters long.
So it may be ten years since most of us said goodbye to short filenames, but it seems they’re still with us. I wonder if Windows Vista will still use them?