To take risks, you need to get comfortable with being a little uncomfortable. When you know how to handle discomfort, you’ll be better equipped to evaluate risky choices and less likely to resist innovation.
There are limitless ways to push your own boundaries, a few ideas listed below, but ultimately, you want to put yourself in an unfamiliar situation and stay there until you get used to it.
Take an improv class. Every time you take a risk in your life, you face the possibility of failure. Improv, a theatrical exercise where you improvise a scene with a group of people, essentially mirrors that experience. You have to get used to change -- fast.
Improv classes require you to think on your feet, so they foster creativity and innovation. They also encourage openness to novel ideas. The "yes and" rule, a central tenet of improv, asks that you never reject an idea outright; you have to accept the idea and build on it. Practicing that skill will make you better equipped to shape an outlandish idea into a brilliant one, rather than shutting it down.
Open yourself up to scrutiny. Especially in your support forums or with groups of friends.