Asking For A Friend - Timely Issues. Timeless Torah.

#10: Tzedokah (I): So Many Requests - But Who Do You Give To? With Rabbi Zimmerman

Asking For A Friend - Timely Issues. Timeless Torah.

Show Notes

In a world of constant appeals, how should a person approach tzedakah with clarity and integrity? This episode explores the practical and ethical tensions behind everyday giving. Is anonymous giving always ideal, or can public donations play an important communal role? Can time, effort, and influence be considered true forms of tzedakah alongside money? Where is the line between legitimate encouragement and uncomfortable pressure? The conversation also examines modern fundraising realities, from luxury dinners to reciprocal giving, and asks whether these practices enhance or undermine the values of tzedakah. Finally, what place, if any, do segulah-based donations have within a Torah framework? A grounded discussion on how to give thoughtfully when the requests never stop.

Timestamps: Timestamps:0:00:00 — Introduction/podcast purpose0:02:26 — Core purpose of tzedakah (Torah/Gemara/Rambam)0:10:42 — Misconceptions about tzedakah today0:11:09–0:13:02 — Action vs. intention in giving0:13:10–0:15:47 — Anonymous vs. public giving / communal example-setting0:15:47–0:16:57 — Give many small gifts vs. fewer large gifts0:16:57–0:21:07 — Time/expertise as tzedakah (including electrician example)0:21:07–0:24:05 — Cost-saving/bulk-buy example (schools, Pesach supplies)0:24:05–0:29:55 — Modern campaign pressures, follow-ups, appeals history0:29:55–0:30:13 — Online campaign mechanics / raffles / “pick a number” comment0:31:25–0:33:14 — Dinners, luxury fundraising events, and how to apportion personal benefit0:33:14–0:35:47 — Young families & long-term pledges / cautions about pledging0:35:47–0:37:00 — Matching campaigns and transparency/norms0:37:00–0:39:32 — General donor motivations, reciprocity, and not over-scrutinizing0:39:35–0:41:12 — Using prominent rabbis/roshei yeshiva to increase pressure0:41:45–0:45:04 — Giving linked to segulot/yeshuah and authenticity of scholars0:45:04–0:48:39 — Organizations promising yeshuah / transactional tzedakah concerns0:48:39–0:49:40 — Closing / outro

More from Asking For A Friend - Timely Issues. Timeless Torah.

Oct 11, 2026

We see a hechsher on a product and rarely stop to think about what it actually took to put it there. In this episode, Mena Reisner is joined by Rabbi Yisroel Moshe Guttentag, Director of Certification and FedTech at KF Kosher, to go behind the scenes of modern kashrus. What does a mashgiach really look for when walking through a factory? How do you certify products being manufactured across multiple countries, using complex ingredients, shared machinery and global supply chains? And why can foods that appear completely straightforward turn out to be anything but? Rabbi Guttentag takes us inside the world of industrial kashrus — from ingredients and production equipment to factory inspections, dedicated machinery and the surprising problems that can emerge along the way. He explains how the level of supervision is determined, what goes into certifying major international food manufacturers, and why understanding how our food is actually made is so important. We also explore the crucial distinction between a product that is “Certified” and one that is simply “Approved” — and what consumers should understand when relying on either. A fascinating look at the extraordinary amount of work happening behind the scenes of something we encounter every single day: kosher food.

Sep 6, 2026

We know what we do on Rosh Hashanah and Yom Kippur. But what are we actually supposed to be thinking and feeling?In the second part of this special Elul series, Mena Reisner continues his conversation with Rabbi S. F. Zimmerman, exploring the meaning behind the Yamim Noraim.Why do we celebrate on the Day of Judgment? Why is there almost no mention of teshuvah in the Rosh Hashanah tefillos? What is the shofar actually meant to achieve? What changes during Aseres Yemei Teshuvah, and what makes Yom Kippur fundamentally different from every other day?From Rosh Hashanah through Ne’ilah, a thought-provoking conversation about how to approach the most important days of the Jewish year and what we should actually be trying to achieve.

Aug 23, 2026

Every Elul, we promise ourselves that this year will be different. We’ll change, improve and leave old habits behind. So why do we so often find ourselves back in exactly the same place?In the first of this special Elul series, Mena Reisner sits down with Rabbi S. F. Zimmerman to explore what Elul and teshuvah are actually asking of us.Is Elul meant to be a time of fear or closeness? What does genuine teshuvah look like? Why is lasting change so difficult? And if we keep repeating the same mistakes year after year, does that mean our previous teshuvah failed?A practical and thought-provoking conversation about growth, failure and what Hashem really expects from us as we approach the Yamim Noraim.

Jul 12, 2026

As the Three Weeks give way to the Nine Days and Tisha B'Av, Jewish life changes dramatically. The music stops, celebrations become more restrained, and we begin mourning the destruction of the Beis Hamikdash. But what are we actually meant to be feeling? Why should we mourn something that happened nearly 2,000 years ago? What was truly lost, and what is the avodah of these weeks? In this episode, Rabbi Zimmerman explores the meaning behind the Three Weeks, the real definition of sinas chinam, what it means to believe in the Geulah, how to approach Tisha B'Av, and how each of us can play a part in bringing the rebuilding of the Beis Hamikdash closer. A timely and practical conversation to help transform the Three Weeks from a period we simply observe into one we genuinely understand.

Jul 5, 2026

Can you leave your job and take your clients with you? If you transform your father's business, who really owns that success? When does healthy competition cross the line, and can schools or businesses actively poach staff? In this episode of Asking for a Friend, Dayan Posen explores some of the most practical and misunderstood areas of Choshen Mishpat. From employees and employers to family businesses, partnerships and competition, we examine where halacha draws the line between legitimate business practice and unfair conduct. Whether you're an employee, employer, business owner or simply interested in Torah's approach to business ethics, this episode offers practical guidance on navigating the workplace with integrity, fairness and emunah.

See all episodes →