However, I think we can agree that the chances of success tend to be higher under more optimal conditions. However, I agree with you that sometimes you have to jump straight in because even with the best conditions possible things can fail. I think you have to evaluate what you can do to make things optimal and let the rest go.
"the next time you’re stopping yourself from trying something because the conditions are not optimal, remember that those optimal conditions may not have been the reason it worked. They may not be the cause. They may not even be correlated. They may just be a myth you’ve bought into or sold yourself that limits you from breaking out and exceeding your expectations."
More at:
http://goodmenproject.com/ethics-values/1-huge-way-limit-break-fiff