The importance of anticipation and preparation for challenges is one of the items that author Ryan Holiday writes about in his book, The obstacle is the Way. In true stoic fashion, Holiday encourages us to step back and anticipate what challenges we might face along our path, and plan ways in which we could overcome our obstacles or the challenges ahead of us. Holiday also highlights the importance of understanding that our plans will not always go the way we want, and that it is important to handle negativity and failure in a calm and objective manner. Setting up this idea he writes, “the only guarantee, ever, is that things will go wrong. The only thing we can use to mitigate this is anticipation. Because the only variable we control completely is ourselves.”
No matter what, our plans to do not take place in a vacuum and we are always dependent on other for our success. The more people we involve in our plans, the more opportunities for things to go wrong, but at the same time the more people included, the further we can go. What Holiday explains in his writing is that we should expect situations and demands to change, meaning that our actions and endpoints will also change. Our plans may seem extraordinary, but they may not always be realistic given the actors and expectations we have, and we should be willing to adjust accordingly in reaction to the real world around us.
When our plans completely crash, Holiday offers additional advice. “And in the case where nothing could be done, the stoics would use it as an important practice to do something the rest of us too often fail to do: manage expectations. Because sometimes the only answer to “What if . . . “ is, it will suck but we’ll be ok.” When we fail to reach our goals and when our plans do not work out the tempting thing to do is blame someone else and make excuses for why things went wrong. Holiday instead encourages us to move forward and understand that we are still ok. Rather than letting ourselves be wrecked because a plan failed, be it as small as the rout we plan to take to the movie or as large as our plan to get a new job, we should recognize that nothing has truly affected us, and it is simply our mind that decides whether we are impacted at all.