I've read this a couple of times and it's not clear to me either if all of the .csv files are going to all of the recipients or not. If all 8 files are going to all 8 recipients, then I would create @recipients and @files. Then just use a couple of foreach loops.

If the files are being mailed one per recipient, this will not work. That may well be the case since you're working on understanding hashes.

Thanks,
Mike