Question : Windows Server 2008 Creating Folders Issue

Hi:
I'm running Windows 2008 Server Standard Edtion as a file server.  Initially while copying the data from the old Windows Server 2003 I experienced an error on random directories and files.  I documented the files and contiuned copying until the task was completed.  I looked at the files that didn't copy and found the file had no owner assigned.  I then had to assign an owner to each file and add the users I wanted to access that file, then I could copy it over.  This only happened on 1 directory but many random subdirectories and files.
I have a shared data drive with 25 directories.  I've reset security rights on about 1/3 of the directories for specific users to access.  While resetting the the rights on the most recent folder, I received a message that read, "An error occurred while applying security info to: (Directory/File name)."  The same error occurred as when copying the data initially.  I had to document the file, go back and assign an owner to the directory/file and assign individual users.  In the process of doing this, I discovered if I assigned an owner, added the Administrator as a user with full rights and clicked "Apply", the Administrator would appear as a User Name and the other 3 users I was going to add would appear.  
At one point I recalled seeing a message that read something like, "applying security settings may result in random file access issues."  
I also have a user with 4 mapped drives to the server.  He can read, write and create directories on 3 of the mapped drives.  On the fourth, he can read but cannot create or overwrite a directory.  His access rights are setup the same on all the mapped drives.  He was running Windows XP Pro SP3 and experienced the problem.  He is now running Windows 7 and is having the same problem.
What am I missing here?
Thanks,
Meldano37

Answer : Windows Server 2008 Creating Folders Issue

The first troubleshooting step would be to check the resultant permissions on that folder for the user. Right Click on the folder and go to the security tab, click advanced, then click effective permissions. Click select and enter the user's name. Once you accept it will show you what the effective permissions are for NTFS. Also remember that there are two sets of permissions for shared folders. The best practice is to always configure share permissions as "Authenticated Users" in an AD environment. This way you don't have to worry about permissions conflicts.