I guess it's contextual. What's a small fortune? It could be 1 BTC or he could have a bunch of them, millions potentially. The people I know who got into BTC very early on regularly sell some and then put it to use, and when opportunities arise again, they buy some more and hold again. People seem to have this all or nothing attitude, and I think it could eventually humble them. Buying an asset when everyone is telling you it's a bad idea is hard, but selling an asset when you have made 3, 4, or 10 times your annual salary is way harder.