For example, if the price of Bitcoin drops to $1 in four months and he pays people back the number of Bitcoins owed, does that count as him paying back?
300 BTC owed is 300 BTC owed.... No matter what the fiat exchange rate...
I thought people wanted BitCoin to succeed as an alternative to fiat not just as another exchange-rate gambling mechanism... I am sadly mistaken...
I think you missed his point.