If you’re not taking bigger risks, it’s probably because you don’t really trust yourself. It takes time over the years to predict, guess, and persue correctly more than a few times. If you still are not good at it, practice. Predict sporting events, or human behavior when it comes to people close to you. You will realize that things always happen in some sort of pattern. Study the patterns over and over again. Once you get comfortable, you can up your risks game and figure out what you want to pursue next with much more confidence.