An investment chart based interactive trade simulation and game system is provided. The system uses a computer or other computing device, real historical data, and a computer program to dynamically recreate the investment charts of any moment back to any date in the history, as long as the historical data exists. It interacts with players to dynamically recreate the real market environment in the history, and allows them to make investment decisions as though the market were today's market. The system can simulate any market, such as stock, bond, currency, and commodity markets, and any investment vehicle, such as options and futures.