If the Pizza bitcoin guy had followed a similar plan, he would not have been worth $175 Million dollars (long 100% all the way up) but he might have been worth $10-$20M with limited risk, which is still pretty nice. If someone is too smart for their own good, tries to time things too much, sells it all and hopes to buy back down, etc, that can be a disaster in the making. That's how one becomes the pizza guy and watches the whole thing rip and your out because you sold it $30 and dont want to buy back at $500 or something