Why is the drive in FAT32 format? FAT32 cannot properly handle files larger than 4GB and has other naming limitations as well.
I would highly recommend backing up all the data on the drive and reformatting that drive as HFS+ (or "Mac OS Extended"). I think you'll see your problems vanish once this is done.
Once the drive is in HFS+ format, you'll no longer be able to connect the hard drive directly to a Windows computer (via USB or whatever) and access it, but you should be able to access it with a Windows computer just fine over the network (i.e., as a hard drive connected to your AirPort Extreme).




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