Get into the habit of conquering your fears. Every time you find yourself doubting something small, take the challenge, and build your will up. Starting small could be something as simple as maybe you're too shy to talk to that girl at the front desk that always greets you warmly by your name, yet you overrule that fear, walk over there, and start a conversation with her, making a new friend that may be of great companionship as time progresses.
I find this to be a pretty effective strategy towards having it in you to do larger and larger things. Embrace that fear! Own your instincts! Do the unexpected!
Sometimes we want things, but our fear will stop us from making it happen. Build your will up, and smite that fear into the abyss. Now, if fear isn't the underlying obstacle, and there are intellectual obstacles based off of the current information you know that is disdaining you from progressing towards that outcome, you have all the right to tread cautiously, perhaps not making the move at all until you can find reasons to overrule the cons of that pursuit.
