I have always liked teams who are willing to take a risk. Choosing the easy option is, well, easy, but selecting a risker avenue that has a far greater reward at the end of it is a decision that I can and do applaud.
However, when making a choice that is far from certain, it is important to recognise that you are also more likely to be wrong — this, of course, is the nature of risk-reward decision-making. There is an element of humility that is required when making these decisions. You must be able to admit that you are wrong.