#TradersLeague Trading is (literally) gambling, but it's also nothing like going to the casino if you know what you're doing. Here's what Webster's Dictionary has to say about the definition of the word “gamble”: To risk losing (an amount of money) in a game or bet. To play a game in which you can win or lose money or possessions.Depending on the source, only around 3% to 20% of day traders make money. 123 But that 20% estimate probably has as much to do with the time period studied—the dotcom bubble. It's hard to know for sure, but it's probably fair to say that up to 95% of day traders lose money.