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First, this must be some friend to have lent you 98 Grand (or maybe it was less with significant interest?).
Second, the currency laws do require the banks to inform the govt of transfers in excess of a certain amount (about ten years ago it was $10Gs). I would not be surprised if the govt either lower that threshhold or simply could spy on transactions of any amount.
If your friend will accept payment in installments - but within a short span of time - give him money orders or cashiers checks for roughly $8G or $9Gs every few days. You could make them payable to "Cash". For this you have to judge how honest your friend is, because you won't have regular receipts unless you insist. I suggest against round numbers -- looks too much like a drug deal -- every such check for a slightly different amount.
Even if this gets by the currency laws, somehow the govt may get wind of you handling large sums of money within a short span of time. The govt may wonder if you're hiding assets or dealing drugs. The day may come when they might ask you.
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