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There's no reason you have to jump right into a huge risk right away! Starting with smaller risks will help improve your tolerance for risk and give you the confidence you need to take more of them.  You can start by just saying yes to all opportunities that come your way, instead of trying to make new opportunities for yourself right away. For example, if someone asks you if you'd like to work on a new project at work, accept it. If someone invites you to try a new sport with them, give it a try even if it's not something you'd ordinarily do.  Another way to start small is to just take a single step towards the risk you want to take. For example, if you want to try scuba diving but are too afraid to try, take a small step in the right direction by snorkeling in a pool. Everyone has one colossal fear that holds them back in life, whether it's fear of public speaking or fear of heights. Whatever your fear is, go out of your way to face it head-on.  People have lots of fears, and often the best way to get over them is to expose yourself to them. For example, if you are afraid of heights, try walking on a high bridge. Make sure you stick to something safe. If something bad happens, your fear may get worse. If the thought of facing your biggest fear is too overwhelming, pick a part of it you will tackle. For example, you could drive near a tall bridge and just look at it rather than crossing, or you could take a few steps onto it with the help of a friend. You don't need to confront your fears alone for it to “count.” Taking some risks may make your life happier and more fulfilling, but other risks may not have the same effect. Experiment with risk-taking in small steps to find out what level of risk enhances your life. There's no reason to challenge your own comfort with risks that won't do you any good. Remember that everyone is different. Some people thrive under constant pressure, while others are happier with a more steady routine. You will know when you have found the right balance for you when you feel fulfilled and have no regrets about the risks you didn't take. Just because you've decided to take a risk does not mean that you can't change your mind. Always go with your gut and don't be afraid to change your plan along the way. There's a difference between changing your mind and giving up. Try not to back out because you are too afraid to go through with taking the risk. Instead, back out if you realize that the risk is not worth taking or if an alternative presents itself that will provide the same or better benefits.
Start small. Try to tackle your biggest fear. Find your happy place. Know that you can always back out.