This sentence have meaning for gambling and not for investing. The real investment, made after the needed analysis, can be risky and this is told and can be known during the previous mentioned action, but never so risky as in gambling when everything is luck and nothing reasoning. In the (right) investment, the normal one, must be the business plans, the way in which the resources will (shall) be managed, the time of returns, the amounts of returns, the probability to not arrive the objectives and t many others data that make possible reasoning about it. So have to do at all with the possibility to lose but with the possibility to win. It is a totally other thing the gambling when your sentence have full right to reign.