Totally agree, but this is something hard to grasp for many people.
What's also important is to realize the external constraints. You should always plan to allow a couple of failures before reaching the end of the rope instead of going all in in the first try.
Taking your example if I can only do the task 3 times (for whatever reason: budget, etc) then my chances for success are a lot lower compared to a competitor who can play the game longer.
EDIT:
Also it's important to learn and internalize that knowledge after each try. In most cases you can't do the same thing each time and expect a different outcome.