The Talmudic and Midrashic texts known as Aggadah are the stories, folklore, historical anecdotes, moral exhortations, and practical advice, words if inspiration, and most importantly, Jewish wisdom on how to best live our life in the service of God.
In Aggadah: Sages, Stories, & Secrets, Rabbi Immanuel Bernstein, a rebbe in a number of yeshivot and seminaries, takes us on journey through 18 different Haggadic pieces. Some of the topics include free will, inspiration, gratitude, prayer, torah study, mitzva observance, Shabbat, and much more. It is also worth mentioning that the Introduction includes a primer (based on the Rambam) on the role and authority of Aggada, especially with regard to Aggadic pieces that are sensational, completely unrealistic, or otherwise difficult to digest.
Every chapter begins with an Aggadic reading. Then, after asking a number of compelling questions on the text, the author weaves together an adventure of elaborate commentaries and explanations through the lens of Talmud, mussar, philosophy, halacha, and other texts, leaving us with a practical and inspirational message. There are also stand-alone excerpts, sprinkled throughout the book, with anecdotes and words of wisdom from contemporary rabbinic leaders across the orthodox spectrum.
There is a lot to learn in every chapter. The material is nicely woven together making for a clear concluding message at the end. Attention rabbis and educators: its chomer l‘drush on a silver platter.
Here’s an excerpt:
Taking long strides can diminish one five-hundredth of a person’s eyesight. It can be restored to him, however, at Kiddush on Friday night.
When considering this statement of the Gemara, we observe that although the bad news is that long strides diminishes one’s eyesight, the good news is that one can get it back on Friday night.
The real bad news, however, is that we don’t actually understand what any of this means. How do long strides affect one’s eyesight, and how does making Kiddush restore it?
Part of what Shabbos allows us to do is to take a step back from the world and regain a sense of the broader vision of what life is all about, and why we do the things we do. It can often happen that in the course of our day-to-day activities we get caught up in the details of life and lose sight of the bigger picture. Whereas our general goals may be to provide for our families, to contribute to society, etc., these are not things that we think about every day. The details can often take over, so that by the time we have reached Wednesday or Thursday, our horizons may have been reduced to the practicalities at hand. Our goal may now be to simply make as much money as we can, without remembering why. Perhaps, by Friday, our goal is simply to make it to the end of Friday.
Earlier, we quoted the Gemara which says that oversized strides can reduce one five-hundredth of a person’s eyesight. The Maharal explains that the Gemara elsewhere refers to the world as being “five hundred parsangs by five hundred parsangs.” The number five hundred thus represents the world. Every person needs to “walk through the world” in the sense that he needs to be involved in the affairs of the world. It may happen, however, that over the course of the week, a person takes oversized strides through the world.
This refers to a person over-investing in ascribing outsized significance to matters of this world, seeing them as an end unto themselves, instead of a means toward successful Torah living. Such a person has lost “one out of five hundred” of his vision, i.e., he has lost a measure of clarity regarding his view of the world.
Can a person ever retrieve this vision? The answer, says the Gemara, is yes, at Kiddush on Friday night. By embracing the sanctity of the Shabbos, and by hearing its message reminding him of a higher destiny, a person can restore his perspective on the physical world.
The excerpt above was among the messages that I found to be especially meaningful. Other distinct pieces include the discussion on: While we normally assume Avraham’s final test was the Akeida, Rabbeinu Yonah holds that it was the burial of Sarah, and a discussion about the “evil eye”. The mixture of so many different texts makes certain that there is something that will appeal to everyone in every chapter. A tip for the future: An index referencing the many different excerpts in the book that are related to various parshiot of the Torah would have been a valuable asset to the book, rendering it a companion to the Shabbat table.
Bottom line. This is an exceptionally worthwhile book. It is certain to both educate and inspire.
Below, is a paragarph from Rabbi Bernstein that explains why he wrote this book:
The two primary motivations for writing this sefer were a) to provide an insight into the world for Aggadah, which is often either under-appreciated or simply misrepresented. b) to illuminate fundamental areas of Judaism through Aggadah. These include very common areas such as Shabbat, Davening, Bitachon, Learning Torah, as well as concepts such as Values, Authenticity, Truth, the Individual and his Environment etc. all things that it is possible to approach in an uninspired way. The goal was to uncover layers of depth and meaning within them, with a view to deepening and energizing our connection with them. The ideas draw on a wide spectrum of mefarshim from throughout the ages, they are accessible, but thought-provoking, and many students who heard these ideas given as shiurim over the years were B”H very meaningfully impacted by them.
Rabbi Ari N. Enkin, a resident of Ramat Beit Shemesh, is a researcher and writer of contemporary halachic issues. He is the author of the Dalet Amot of Halacha series (7 volumes), Rabbinic Director of United with Israel and is a rebbe at Yeshivat Migdal HaTorah in Modiin and Yeshivat Ashreinu in Beit Shemesh. www.rabbienkin.com
 The absence of any reference to Rabbeinu Avraham ben Harambam’s treatise on Aggada is a glaring omission, though Rabbi Bernstein explained to me that he had considered including it but felt that it was not completely relevant to the introduction, or the book. Nevertheless, Rabbeinu Avraham is required reading for anyone who wants to dive into the world of Aggada. Here it is in Hebrew.
 Chiddushei Aggados Shabbos 113b.