Jesse Livermore Jesse Livermore, the most famous stock trader of all time, bought stocks as they were climbing, rather than when they were dropping. This approach is in line with technical analysis which supports trading with the trend.
Jesse followed a strategy where he would enter a position once a stock showed very strong momentum, demonstrating strength, which meant smart money was heavily buying.
Livermore famously stated, "It is not my thinking that made the big money for me. It was always my sitting. Got that? My sitting tight!"
This reflected his preference for letting the trend work in his favor, avoiding the common pitfall of selling too early.