The little pile of bitcoins I had laying around from a couple weeks ago has doubled in price. Should I spend them now in anticipation of a bubble bursting or wait for the price to possibly go up?
Mathematically that's just not true. In objective terms not winning an extra $100 is exactly the same as losing $100.
This psychological fallacy (called 'loss aversion') is the primary reason the average player loses at poker. They're afraid of losing $100 when they might be behind but they constantly fail to extract that extra $100 value bet when they know they're likely ahead.