Risk Begets Success?

Which method do you practice most often: taking risks or taking preventative measures? Which is best or how to find a balance, and for what purpose?
This question in reference to how people like my parents approach managing life compared to what highly successful people do on a regular basis. Obviously finding a balance between the two is ideal but what is the formula?

I suppose the better question is: taking risks or erring on the side of caution…which approach should I take now? Which approach should anyone take when they are at a crossroads?

I believe I also ask this question due to the deeply rooted compulsion I feel to get the fuck out of here being at odds with the practical advice of Mom saying to stay right where I am until I find another job.

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