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18Forty Podcast

DovBer Pinson: The Jewish People's Path of Teshuva [Teshuva 2/5]

18Forty Podcast

18Forty

Religion & Spirituality, Judaism

4.6 β€’ 638 Ratings

πŸ—“οΈ 3 September 2025

⏱️ 102 minutes

🧾️ Download transcript

Summary

This series is sponsored by Mira and Daniel Stokar.

In this episode of the 18Forty Podcast, we speak with Rabbi DovBer Pinsonβ€”a scholar, author, teacher, and spiritual mentorβ€”about how we can rethink teshuva in light of the challenges we face today.

In this episode we discuss:
  • What is the difference between β€œlower” and β€œhigher” teshuva?Β 
  • How should the Jewish world recalibrate in the face of the recent rise in antisemitism?
  • How can we learn to be better at loving the Jewish People, including the Jews with whom we have severe disagreements?Β 
Tune in to hear a conversation about what it means to return to our eternality in a rapidly changing world.

Interview begins at 8:40.

Rav DovBer Pinson is a world-renowned rabbi, scholar, author, teacher, and spiritual mentor. Through his books, lectures, and seminars he has touched and inspired the lives of thousands the world over. Rav Pinson is the Rosh Kolel of the IYYUN Yeshiva/Kolel, Marah D'asra of 84 Viola, and heads The IYYUN/CHABAD Center in Brownstone Brooklyn, New York.

Topics (Produced by Sofer.AI):
Podcast introduction and theme β€” 0:14
Meeting Rav DovBer Pinson and his impact β€” 3:51
Life as a text: looking for confluence β€” 7:00
Introducing the discussion on teshuva β€” 8:42
Lower vs. higher levels of teshuva β€” 10:27
Diaspora, Israel connection, and shifting Jewish identity β€” 12:34
Specific focus of teshuva for the Orthodox Jew β€” 16:00
Modern identity collapse and reclaiming self β€” 17:29
Agency and free choice in Judaism β€” 19:20
Five dimensions of reality in Sefer Yetzirah β€” 20:23
Orthodox world lagging by fifty years β€” 22:25
Time vs. space: Mishnah acronym insight β€” 23:57
Worries about Orthodox commitment and packaging β€” 26:05
Yeshiva world as a train without an engine β€” 28:59
Subconscious communication across Jewish communities β€” 30:29
Peripheral origins vs. established Hasidic families β€” 31:49
Understanding the relationship with the Land of Israel β€” 32:51
Israel as a nation vs. a people β€” 34:05
Collective awareness of shared destiny β€” 36:16
Yeshiva League analogy and need for new language β€” 37:31
Taking personal responsibility for all Israel β€” 41:36
Tension between love for Jews and love for humanity β€” 43:03
Unity of Torah, God, and Israel β€” 45:48
Yeshiva learning without a structured curriculum β€” 47:37
Rebbe’s vision: every Jew as a shaliach β€” 49:43
Mission of Judaism beyond meritocracy β€” 54:22
Hope expressed in the daily prayer β€” 57:17
Jewish calendar holds a Guinness record β€” 59:08
Personal struggle with criticism over gay Jews β€” 60:13
Pain from establishment and public backlash β€” 61:21
Seeking trusted guidance to navigate criticism β€” 65:53
Personal teshuva: reconciling with critics β€” 68:53
Humility as source of creative innovation β€” 71:06
Current crisis as catalyst for collective change β€” 73:11
The Torah of the moment: Messiah and presence β€” 74:50
Books that pose good questions β€” 75:51
Future vision: every day becomes a holiday β€” 77:48
Great-grandfather lineage in Chabad scholarship β€” 80:00
Balancing Talmudic study with Chassidic heart β€” 81:43
Fascination with French Jewry of the 12th century β€” 82:54
Personal sleep schedule post-COVID β€” 84:16
Facing personal criticism and baggage β€” 90:11
Uniting through the Jewish community β€” 92:27

References:

18Forty Podcast: β€œHaym Soloveitchik: How Modernity Changed Our Relationship to God”

18Forty Podcast: β€œZohar Atkins: Between Philosophy and Torah”

Zohar

Tanya Chapter 32

Aleinu

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Transcript

Click on a timestamp to play from that location

0:00.0

You know what made Rabbi Sachs distinctive?

0:03.0

He created Torah commentary for this generation, people who want to engage thoughtfully with the world while staying rooted in tradition.

0:11.0

He didn't ask you to choose between serious Torah study and intellectual engagement with contemporary ideas.

0:17.0

Instead, he showed how Torah wisdom can engage with philosophy, science, ethics, the big questions

0:23.2

thoughtful people care about. Now his approach is available in complete Chumish format. It's called

0:29.7

the Rabbi Sachs Chimish, and his commentary is integrated right with the Torah text alongside

0:35.5

Rashi and Unkelis. If you're someone who wants Torah study that engages seriously with the intellectual currents of our time, this is the Torah commentary for our generation. Now available at koranpub.com. That's k-O-R-E-N-P-U-B-com or at your local bookstore.

0:55.4

And I'll just add, just on a personal note, I have seen the Rabbi Sacks-Klemish.

0:59.7

It is really incredible, and I think Rabbi Sacks as a translator, in the greatest sense of the word, when I say translator, I don't mean somebody who took a word from one language and rendered into another

1:12.3

language. What I mean is somebody who is able to translate ideas and values in a way that

1:18.1

preserves the timelessness and eternity of those ideas, yet is able to translate them in a way

1:24.5

that resonates for our generation. I have seen the Rabbi Sachs-Homish.

1:29.2

I have learned it. I have studied from it. And I could not recommend it more to our listeners.

1:34.3

This should be in every Jewish home. It's now available at corinpub.com or at your local bookstore.

1:41.2

By the Rabbi Sachs-Humish now.

1:48.5

Hi, friends. It's Dev david here in a longer letter a listener recently wrote to me about an experience he had during one of our episodes this is a real

1:53.8

direct quote i found myself driving with tears rolling down my face completely overtaken by what i was

2:00.4

hearing and i realized I had to thank

2:03.1

you. Not just for that episode, but for what 1840 has become for me. Not every reaction is quite like

2:10.0

that, but your support for 1840 ensures every Jew has a place to cry, to question, to discover parts

2:17.2

of Yiddishkite. they never knew how to access.

2:19.9

Please consider making a tax-deductible donation at 1840.org slash donate.

...

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