Photo Credit: Jewish Press

Regret, often viewed negatively, is a powerful catalyst for personal growth. The popular “no regrets” mantra oversimplifies human experience, potentially hindering our development.

Research by Daniel Pink reveals that regrets of inaction far outweigh those of action, especially as we age. This insight encourages us to embrace boldness, recognizing that fear of regret can be more paralyzing than the consequences of taking action.

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Pink identifies four main types of regrets: foundation (neglecting life’s basics), moral (ethical missteps), connection (missed relationship opportunities), and boldness (chances not taken). Each type illuminates a fundamental human need – stability, goodness, love, and growth, respectively.

Regret, or “charata,” is crucial in the process of teshuva. The Alter Rebbe offers a profound insight, linking the word “charata” with “charita” (engraving). This suggests that acknowledging our regrets helps engrave lessons learned, preventing repetition of past mistakes.

To harness regret’s transformative potential, Pink proposes three steps, which align closely with the process of teshuva: reframe it with self-compassion, disclose the experience to organize thoughts, and extract a lesson for future growth.

Ultimately, we should aim to optimize regret rather than eliminate it. By viewing regret as a signal for growth, we can use this emotion to guide us towards a more fulfilling life. In embracing our regrets mindfully, we open ourselves to deeper self-understanding and meaningful change, transforming past missteps into stepping stones for future growth.


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Dr. Bin Goldman is a psychologist and educator. He treats and evaluates adults and children in his practice in NY and NJ, and he presents to professional and community audiences on mental health, education, and Torah.