How Do You Get Over Your Fear?

Alan has been working as an auditor for a big accountancy farm for ten years. He says he's failed to get himself out of the job through one reason or another. The main reason was disappointing his mother, who encouraged him to go into finance rather than construction. Alan: I'm in a very happy and healthy relationship; i know my partner will support me in anything that i want to do. What would be your approach getting over your fear and taking the leap of faith into the unknown?