My thought: attempt risky things, the most risky things, granted you have the necessary safety measures.

Rather than the foolish notion of burning your bridges behind you, better to always have safety pins, a back up, redundancy, or a limited downside.

In fact, I think to expect failure is actually a wise idea.

For example, with speculative investments, let’s say cryptocurrency, limit your cryptocurrency investments to 20% of your savings. Therefore, assuming you lose it all, you only lost 20% of your net worth. This is quite tolerable.

Or with doing squats, assume that you may fail. Therefore, having the necessary safety pins behind you as a good idea.

Or, with any other extreme sports or activities, have all of the safety equipment. For example, it should be required that all pro skaters must wear helmets.