Moral Dilemmas and Other Jewish Stories

1

Must I Help The Quadriplegic Neighbor & Tunnel Vision

Sep 8, 2026

20:37

R' Yitzi shares a moral dilemma story about helping a quadriplegic neighbor during a rocket attack, and R' Shlomo shares a story about his battle of the bands in the tunnels under the Beis Hamikdash.

2

Fake Forgiveness & Reconciliation At 2AM

Sep 3, 2026

20:22

Reb Yitzi shares an interesting moral dilemma story about a friend who tried a unique method to reconcile two feuding friends, and Reb Shlomo shares an inspirational story about a reconciliation at 2:00 a.m. under unusual circumstances.

3

Accidentally Inflating the Auction & The Nazi Doctor Who Saved The Life of a Jew

Aug 25, 2026

26:48

R' Yitzi shares a humorous moral dilemma story about two people bidding at an auction who were both doing it on behalf of the same person, and R' Shlomo shares a fascinating story about a Nazi doctor who saved the life of a Jew.

4

The Teacher's Cross & Jewish All Along

Aug 25, 2026

22:04

Originally recorded on August 3R' Yitzi shares a moral dilemma story about a Jewish class who argued that they could not face a teacher who had a cross around his neck, and R' Shlo shares a story about a woman who discovered that she was Jewish all along.

5

Breaking Shabbos for the War; & The Angry Food Critic

Jul 28, 2026

23:05

In this episode of Moral Dilemmas & Other Jewish Stories, Rav Yitzi explores the fascinating dilemma of a religious defense expert who, during the war in Israel, chose not to break Shabbos—even though his vital work meant that he was permitted, and expected, to do so. Did his decision have consequences?Then Rav Shlomo tells the story of an angry Jewish food critic who badly misperceived the Orthodox Jews he encountered—and wrote a scathing article about them. But there was much more to the story than he realized.Two very different stories about judgment, conviction, and what happens when things aren’t quite what they seem.

6

Sefer Torah or A New Shul & The Dusty Old Guitar

Jul 21, 2026

26:33

R' Yitzi shares a moral dilemma story about a man who left money in a will to buy a new Torah, but the community needs a new shul not a Torah, and R' Shlomo shares a story about why he bought one of his favorite guitars.

7

The Blessings Of A Canceled Event & The Real Way To Mourn The Destruction Of The Beis Hamikdash

Jul 14, 2026

27:00

R' Yitzi shares a moral dilemma story about a canceled event that turned out to be a great blessing for the fish market, and R' Shlomo shares a powerful story of how some Jews reacted in real time to hearing news of the destruction of the Beis Hamikdash.

8

Praising A Groom He Never Met & Raffie's Kindness Boomerang

Jul 7, 2026

30:05

R' Yitzi shares a moral dilemma story about a man who spoke at an engagement party of a couple he never met, and R' Shlomo shared a beautiful story about how one young man's generosity came full circle.

9

The Woman Who Almost Converted To Judaism & The Mensch In The Max

Jun 30, 2026

31:52

R' Yitzi shares a moral dilemma story about a woman who swore that she would convert to Judaism, and R' Shlomo shares a story about his friend's interesting encounter with an inmate in the penitentiary.

10

The Professional Soccer Player Who Wore Tzitzis & R' Hutner's Advice About How To Avoid Crushing The Neshama Of Your Child

Jun 25, 2026

25:12

Now that we’re experiencing World Cup Fever, you have to listen to this crazy dilemma about an Israeli soccer player which R Yitzi shares. Then, Shlomo shares a poignant story about the advice that Rabbi Hutner gave to a student whose son was a piano prodigy. Shlomo says: sorry about some issues we had with my new microphone. We’ll fix it next time!

11

Breaking Shabbos To Stop A Cremation & Why Observant Jews Get The Most Mail

Jun 16, 2026

21:17

R' Yitzi shares a moral dilemma story about whether one can break Shabbos to stop a cremation, and R' Shlomo shares a story about a "Magic Hat" and why observant Jews get the most mail.

12

Emergency Response To A Rocket Impact & Why A Non-Jew Chose To Keep Kosher

Jun 9, 2026

25:24

R' Yitzi shares a moral dilemma story about a doctor responding to a rocket impact on Shabbos, and R' Shlomo shares a story about why his non Jewish colleague decided to keep kosher.

13

The Tragic Accident & The Lost Arab Boy In the Zoo

Jun 2, 2026

24:55

R' Yitzi shares a moral dilemma story about a doctor that got into a terrible accident, and R' Shlomo shares a beautiful story about a Rosh Yeshiva and a lost Arab boy,

14

The Lost Mystery Bag & The Humility Of A Great Leader

May 26, 2026

27:00

R' Yitzi shares a moral dilemma story about a mystery bag that got lost on the bus, and R' Shlomo shares a beautiful short story about the great humility of Rabbi Ovadia Yosef.

15

The Bathtub Prank & The Holy Doctor

May 19, 2026

23:40

R' Yitzi shares a moral dilemma story about a bathtub and nasty prank that was played on a neighbor, and R' Shlomo shares a beautiful story about a holy doctor.

16

The Political Ad Sabotage & Losing Control Before Hashem

May 12, 2026

23:24

R' Yitzi shares a moral dilemma story involving a political ad that got sabotaged, and R' Shlomo shares a beautiful story of how he "Lost Control".

17

The Synagogue Thief & The NYPD Cop

May 5, 2026

31:40

R' Yitzi shares a moral dilemma involving a thief who tried to steal the Torah from a shul, and R' Shlomo shares stories about a missing bandmember and a tough NYC cop.

18

The Hoverboard and The Arboretum That Wasn't

Apr 28, 2026

23:32

R' Yitzi shares a Moral Dilemma about a hoverboard that had the wrong price sticker on it, and R' Shlomo shares a personal story about the "Arboretum That Wasn't", and the the lesson he took out of that experience.

19

The Collector's Item

Apr 24, 2026

11:37

In our inaugural episode, R' Yitzi and R' Shlomo discuss the dilemma involving a rare letter of recommendation.