Amy, You say you are able to "pull over the charges from our copy machine". I presume you are using something like Equitrac and importing these expense slips into Timeslips in an aggregate total. If this is accurate, my suspicion is that something has to be going awry in that import process, causing the slip in Timeslips to be created incorrectly, hence the export to LEDES is broken. If you look at the expense slip in Timeslips after you have imported it, does it have the number of copies shown? You state that you manually added an Expense slip for that item and it still failed. Can you create a new Expense - say Copy2 - and see if using that activity item will export properly?
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