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In my experience, people are usually afraid of two things when it comes down to it: logistical outcomes (like losing money) and uncomfortable feelings (like embarrassment or shame). These are the answers you’ll find when you interview your brain, which you can then use to take action! The easy part is doing the preparation you need to so you can avoid the logistical worst-case scenario (putting money aside, planning ahead for how you’ll recoup losses, etc.). What people usually struggle more with is deciding that they’re willing to risk feeling unpleasant emotions! But if the worst that can happen when you start taking more risks is feeling hard emotions, and you agree with yourself ahead of time that “I can survive feeling shame” or “I’m willing to risk feeling embarrassment,” then you basically become unstoppable! Adventure away!