Thursday, 27 August 2026

When Blessings Catch Up With Us

Parashat Ki Tavo opens with one of the Torah’s most inspiring visions of Jewish life. Rabbi Paul Bloom describes this vision and probes its deeper meaning.

If we listen to Hashem and faithfully observe His mitzvot, the Jewish people will be elevated among the nations and surrounded by blessing. But what does it mean for us to be “elevated”? It does not necessarily mean that we will possess the greatest military power, the strongest economy, the most successful start-ups, or the most advanced medical research, important as all those achievements may be. The Torah describes something deeper. The nations will recognize that the Jewish people live differently. They will see a nation guided by Torah: a people whose personal lives, families, communities, and national institutions reflect a higher set of values.

This is the magnificent promise at the beginning of the parashah. Yet one unusual word in that promise deserves our attention:

“All these blessings will come upon you and overtake you, if you listen to the voice of Hashem your God” (Devarim 28:2).

The Hebrew word vehisigucha means that the blessings will reach us, catch us, or overtake us. This seems strange. We might have expected the Torah to tell us to pursue blessing. Instead, it pictures the blessings pursuing us. That word contains a profound lesson: a blessed life cannot be attained by making blessing itself our primary goal. Genuine happiness and blessing are not prizes we can seize directly. They are the natural results of a life lived meaningfully, purposefully, and in accordance with ratzon Hashem—the will of God.

Happiness as a Byproduct

Gemara Shabbat discusses an apparent contradiction in Kohelet. One verse praises happiness, while another asks, “Of joy, what does it accomplish?” The Gemara resolves the contradiction by distinguishing between simchah shel mitzvah—the joy that accompanies a mitzvah—and happiness pursued merely for its own sake. When happiness itself becomes the goal, it is often shallow and temporary. It is here today and gone tomorrow. But when we concentrate on creating a beautiful Shabbat, celebrating Rosh Hashanah with meaning, giving tzedakah, praying with sincerity, helping another person, or performing any mitzvah with care, joy emerges naturally. We do not manufacture it. We experience it as the fruit of doing something worthwhile.

Some of life’s most valuable outcomes work this way. Trust grows when we act honestly. Respect develops when we treat people with dignity. Fulfillment comes when we dedicate ourselves to a purpose larger than ourselves. And happiness appears when we stop demanding that life make us happy and begin asking what meaningful contribution we can make. That is the message of vehisigucha. When we pursue Torah, mitzvot, and purpose, the blessings pursue us. They catch up with us and remain with us.

The Spiritual Audit

Earlier in Parashat Ki Tavo, the Torah describes the declaration made after completing the cycle of agricultural tithes. During the preceding years, a farmer may have harvested wheat, barley, grapes, and olives. His fields may have brought him considerable prosperity. But at the end of the cycle, he must conduct an audit—not merely an accounting of his earnings, but a spiritual accounting of how he used them.

This audit poses questions that demand an answer. Did he properly separate the required tithes? Did he support the Kohen and the Levi? Did he care for the stranger, the orphan, the widow, and others in need? Did he recognize that his harvest was not simply his private possession, but a gift that carried responsibility?

After completing these obligations, he declares:

“I have done according to all that You commanded me” (Devarim 26:14).

Rashi offers a beautiful explanation: samachti vesimachti bo—“I rejoiced with it, and I enabled others to rejoice through it.” This is a remarkable definition of success. The farmer does not measure his accomplishment only by how much he accumulated. He asks whether his blessings became a source of blessing to others. He can stand before Hashem with satisfaction because he used what he received to strengthen the Jewish people, support Torah, relieve suffering, and create joy.

That is the purpose of every gift Hashem gives us. Wealth, intelligence, influence, time, professional ability, and personal talent all come with the same question: Did I use this gift only for myself, or did I use it to bring goodness and joy into other people’s lives?

The Joy We Do Not Chase

Even the joy we receive from our children follows this pattern. We do not bring children into the world simply because we want them to make us happy. We bring them into the world to love and nurture them, to transmit our family’s mesorah and the faith of the Jewish people, and to help raise the next generation. The tremendous simchah they bring us is real, but it is the result of love, commitment, sacrifice, and purpose.

Parashat Ki Tavo contains severe warnings about the consequences of abandoning our covenant. Yet it begins with fourteen verses of blessing, reminding us of the destiny that is possible for Klal Yisrael. We are called to become a people whose way of life demonstrates the wisdom, compassion, and holiness of Torah—a nation capable of elevating the world through its example.

As Rosh Hashanah approaches, we naturally pray for a year of happiness and blessing. But perhaps the parashah asks us to add another prayer: that Hashem help us live lives worthy of those blessings. May we use every resource entrusted to us to serve Hashem and help others. May we be able to say samachti vesimachti bo—I found joy in what I was given, and I used it to bring joy to others. And when we pursue meaning rather than happiness, responsibility rather than recognition, and Torah rather than comfort, may Hashem’s blessings come upon us, overtake us, and remain with us.

Giving Thanks Before the Story Is Over (Ki Tavo 5786)

 This piece by Rabbi Kenigsberg on the week's Torah reading was first publlished in Hanassi Highlights, 27 August 2026. Thanks to ChatGP...