Two Problems: Rethinking Success and Failure in Spiritual Life

PRINT

Have you ever considered that your greatest challenge may not be your shortcomings, but your successes? In a world that places so much emphasis on self-improvement and overcoming faults, it’s easy to overlook a subtle but profound truth: the way we handle our achievements can shape us as deeply as the way we respond to our failures. This thought, rooted in a classic Chassidic story and explored by Rabbi Simon Jacobson, invites us to question not only how we confront our mistakes, but also how we approach our positive actions.

When Good Can Become Complacency

Imagine two friends sitting together, each reflecting on his spiritual journey. One sighs, “What shall I do with my sins?” It’s a familiar worry; mistakes can weigh heavily on the heart. But the second friend surprises him: “My sins are the lesser of my problems. For sins one can always repent. I’m far more troubled by the sorry state of my mitzvot—my good deeds.” It’s a paradox that hits home. While many struggle with guilt over failings, there’s a danger in becoming satisfied or stagnant with our own positive actions.

We all have moments when we feel proud of something we’ve accomplished—helping a neighbor, donating to charity, offering encouragement to a friend. Yet, what happens when this sense of achievement turns into complacency? Instead of growing, we risk plateauing, resting on our past merits without pushing ourselves further.

Success and the Trap of Self-Satisfaction

Picture the workplace: you finish a project ahead of schedule, your efforts receive praise, and you feel on top of the world. But fast forward a week, and you find your motivation has dropped. The same thing can happen spiritually. After reaching a milestone—a holiday, a major act of kindness, deep prayer—it’s tempting to bask in the glow and lose the drive to continue advancing.

Rabbi Jacobson teaches that growth is a never-ending process, and both our errors and our successes are stepping stones for the next stage. Becoming fixated on our virtues can actually prevent the next breakthrough. That’s why the wise friend in the Chassidic story was more troubled by his mitzvot than his sins—because good deeds that bring arrogance or complacency can become roadblocks on the journey of self-betterment.

Action Steps for Meaningful Progress

  • Transform Reflection into Motivation: Regular self-assessment shouldn’t just be about tallying up failures. Spend a few minutes at the end of each week reviewing not only where you missed the mark, but also where you succeeded. Ask yourself, “How can I build on this? What’s the next step?”
  • Set Growth-Oriented Goals: For every positive action, pair it with a new, small goal. If you volunteered this week, consider a new area to help next week. If you mastered one aspect of discipline or kindness, look for ways to deepen that practice the following month.
  • Stay Humble Through Success: Gratitude is a powerful antidote to arrogance. After an achievement, take a moment to express thanks—recognize the support, circumstances, and inner strength that helped you get there. This shifts the focus from self-congratulation to ongoing inspiration.
  • Seek Feedback: Don’t rest solely on your own evaluation. Ask trusted friends, mentors, or family members what they notice about your growth and where they see untapped potential. Sometimes others can spot where we’re coasting better than we can.

From Good to Great: The Universal Message

This teaching isn’t just for the spiritually minded; it resonates with anyone pursuing growth—personally, professionally, or within relationships. The healthiest achievers and happiest individuals are not those who rest on past laurels, but those who appreciate every milestone as fuel for the next step.

Jewish wisdom, as illuminated by Rabbi Jacobson, encourages us to see every success not as a finish line, but as the foundation for greater purpose. Real fulfillment comes from turning each positive achievement into a launch pad for the next act of kindness, the next insight, the next small step forward.

If you’re ready to rethink your attitude towards both success and failure, and want to transform your positive actions into continuous growth, this approach offers a powerful path.

PRINT

Did you enjoy this? Get personalized content delivered to your own MLC profile page by joining the MLC community. It's free! Click here to find out more.

Subscribe
Notify of
0 Comments
Newest
Oldest Most Voted
Inline Feedbacks
View all comments
The Meaningful Life Center