he could just skim US$250k in fiat per year from his BTC accounts and no-one would ever notice.
I think people would notice that. 250k US$ would come out to roughly 415 BTC per year @ $600 per BTC. That means that he would need to move coins from at least 9 addresses that he used to mine to (assuming each address has 50 BTC each) that he controls. If he were to use his newer addresses that he used first then it would be likely that the public would not know for sure that it was him but the public would know that a very early adopter was cashing out/moving their coins. Eventually he would need to move coins from addresses that is much more obvious are controlled by him.For the OP: I think there is a good chance that he may cash out at one point, but this really depends on his financial situation, if he is otherwise well off then he may not need to cash out, but may rather decide to leave his bitcoin to his children (his children selling bitcoin after his death would likely have less of an impact on the market then him selling).
Very very Bullish - in my style =]
no pun intended) to those addresses with messages attached 
