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Failing in Order to Succeed

Robert F. Kennedy echoed the optimistic spirit of youth when he said, "Only those who dare to fail greatly can ever achieve greatly."
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The rabbis teach that we can only truly understand Torah when we allow ourselves to fail at it (Gittin 43a). Unless we push ourselves to reach for deeper understanding, where we inevitably get it wrong before we can get it right, we will not grasp the very essence of the Jewish enterprise. Rashi here seems to think that it’s the public shame of getting it wrong (and the concomitant rebuke) that strengthens one’s intellectual rigor. It is not hard to think about giving constructive feedback (“rebuke”) when it comes to moral matters, but do we care enough about ideas that we (respectfully) challenge others when ideas are misinterpreted or misapplied? How much do we really value the marketplace of ideas and the assurance that we as individuals and as a society get it right?

History is full of examples of leaders who acknowledged that persistence in the face of failure was more important than individual failures. President Abraham Lincoln, whose army suffered many crushing defeats in the early years of the Civil War, said: “I am not concerned that you have fallen — I am concerned that you arise.” A century later, Robert F. Kennedy echoed the optimistic spirit of youth when he said, “Only those who dare to fail greatly can ever achieve greatly.” Besides for being tragically assassinated, what these presidents have in common in that their causes lasted, their legacies carried on, and they are remembered as being among the greatest and most successful men to occupy the Oval Office.

Very often, one can be lured by the traps of conformism (just follow others’ ideas or practices) or isolationism (just follow one’s own marginal ideas and practices). Our job as Jews is to break free from these ploys for mediocrity. We must challenge ourselves and the status quo to reach higher by engaging with societal ideas but without blindly accepting them.

Rebbe Nachman of Breslov, the great-grandson of the Baal Shem Tov (the founder of the Chassidic movement) and founder and intellectual-spiritual leader in his own right, was anything but a conformist. He not only told his followers to be happy, but he also encouraged them to do silly things, highly unusual for a religious leader. Rebbe Nachman stated that each person had to fall in order to rise, and stressed the universality of this concept:

[E]ach person who fell … thinks that these words weren’t spoken for him, for he imagines that these ideas are only for great people who are always climbing from one level to the next. But truthfully, you should know and believe, that all these words were also said concerning the smallest of the small and the worst of the worst, for Hashem is forever good to all.

However, Rebbe Nachman went further, stating that it is “a great thing for a person to still have an evil inclination.” Even the tendency to evil could serve G-d, as people worked through these passions and eventually overcame them. To Rebbe Nachman, it seems, spiritual stasis is the only unacceptable path.

We must be willing to learn and debate with others. Ideas matter. Inevitably that will lead to some level of shame when we get it wrong, but the promise land afterwards is much greater. It offers a culture of more honest, informed, connected individuals who are willing to be vulnerable for the sake of truth and who are willing to be wrong in order to get it right. Our great rabbinic and presidential leaders wouldn’t have it any other way.

About the Author: Rabbi Dr. Shmuly Yanklowitz is the executive director of the Valley Beit Midrash, the founder & president of Uri L’Tzedek, the founder and CEO of The Shamayim V’Aretz Institute and the author of books on Jewish ethics, most recently “The Soul of Jewish Social Justices.” Newsweek named Rav Shmuly one of the top 50 rabbis in America.”


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