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Insofar as one can trust the attribution of quotes on the internet, Brian Tracy once observed that self esteem is the opposite of fear, and that the more we like ourselves, the less we fear anything. By this principle, it should follow that we take greater risks when we are feeling better about ourselves and our circumstances.
Risk, particularly when taken by choice in the context of a positive state of mind, can be rewarding. The challenge, of course, is balancing the enjoyment of living on the edge against the very real life requirement to not go head first over the handlebars any more often than is necessary.