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Five books you need to prepare for the High Holidays

Rabbi Mark Asher Goodman shares his favorite books to get you ready for the High Holidays.

This story originally appeared in the Pittsburgh Jewish Chronicle and was reprinted here with permission.

It would be a foolhardy endeavor for a person to walk into a gym and, having never before picked up a barbell, attempt to bench press twice their weight. It would be considered even more absurd for the same person to spend 45 minutes lifting and flexing the maximum weights, abandon the gym and wonder quizzically why, three weeks later, they lack the bulging pectorals and washboard abs they expected from the promotional photos.

And yet millions of American Jews will show up in synagogue this year and do the intellectual and spiritual equivalent: show up, expect to be spiritually uplifted and emotionally re-regulated by a few hours in synagogue. No doubt, they may be uplifted and adjusted. But the effects are, most certainly, fleeting at best.

For the High Holidays to have their best impact, it’s best to come in the right headspace — mentally prepared for the prayer-and-text marathon in which the shul-goer is likely to engage. High Holidays, in the right frame of mind, can be life-changing. An aimless person can leave with direction; someone in a malaise can find new purpose.

To get the desired effect from synagogue services, it takes a little soul work. There are tons of brilliant spiritual works that will adjust your attitude for the Yamim Noraim. Here are my favorite five for 5784. (Note: For the folks that eschew the synagogue in favor of another outlet for spiritual change at the beginning of Tishrei, these recommendations work equally well. In fact, I daresay as a working rabbi that these books may succeed at moving you even better than a sermon, a prayer or the blast of the shofar. As always with matters of personal growth and spiritual transformation, your mileage may vary. Either way, now is the time to order one or two good books that will help a person to put in the work they need.

1. ‘On Repentance and Repair’ by Danya Ruttenberg

Getting right when you’ve been wrong is perhaps the most dominant theme of the introspective period leading up to Rosh Hashanah and culminating at Yom Kippur. But it’s not as simple as “owning mistakes and saying sorry.” Rabbi Ruttenberg has a fresh take on apologizing (that’s also a thousand years old) as she applies Maimonides Hilchot Teshuvah — Laws of Repentance — to the modern world, asking, for example, how the #MeToo perpetrators could properly atone for their errors. Ruttenberg also asks big questions about atonement for national sin, considering the Holocaust, South African reconciliation and Black slavery in America. This book will make you approach Yom Kippur in a different way.

2. ‘Torah Without End’ by Michael Strassfeld

One way to deepen the holidays is to find a new and different read on Torah. Torah Without End is a collection of interpretations of different Torah portions, prayer passages and holidays from 93 different teachers, scholars and rabbis — some who you may know (Art Green, Naomi Levy, Shefa Gold) and some who may be the next generation of spiritual lights (Dorothy Richman, Sam Feinsmith, Melila Hellner-Eshed). Some of these essays are brief, but they accomplish the essential work of uplifting and inspiring; like a motivational message on your bathroom mirror. It’s the kind of book you read in dashes and spurts, and fill with sticky notes and flags to hold the page of that thing you really liked and want to read again and again.

3. ‘This is Real and You Are Completely Unprepared’ by Alan Lew

I imagine there are people who have read this cover to cover over a day or two. I cannot; I refuse to. In fact, in four attempts, I have never finished this book. I read four or five pages. I stop and ponder (ponder is somewhat of a pretentious word, so perhaps, really, I just space out) over the meaning of existence and God and human growth and obligation and fallibility. Lew is poetic and instructive and guru-esque, but also deeply personal. You feel you know him. The book’s title is perfect, and yet the book really will prepare you for the High Holidays, even if you, like me, never actually finish reading it. One might argue that this book, if properly read, is never finished.

4. ‘Inspired’ by Rachel Held Evans

Held Evans’ book is partially a spiritual autobiography of a woman’s struggles with the faith of her upbringing and partially a biblical poetry and midrash workshop. She is going on the same quest that all people of faith are on, but she brings her reader along to expose the painful and difficult parts. So, when she ultimately arrives at some new place, you feel like you’ve arrived too. Held Evans is Christian, but both her approach to the Bible and as well as her struggles with faith and misogyny are also deeply Jewish.

5. ‘Beginning Anew’ by Gail Twersky Reimer and Judith A. Kates

As opposed to “The woman’s companion to the High Holy Days,” a better subtitle for this book would have been “Twenty-five essays that reinterpret everything you thought you ever knew about Sarah, Hagar, the Akedah, the biblical scapegoat ritual and the story of Jonah.” The scholarly essays in this book are all written by women, and their intended audience is anybody interested in “unreading” the biblical text so they can re-read them in new and improved ways. The essays I found most perspective-shifting were those by Devora Steinmetz, reading Jonah against Elijah; Naama Kelman, who envisions the scapegoat’s journey into the desert as our own journey; and Marsha Pravder Mirkin, exploring the Rosh Hashanah textual selections as explorations of empathy. But again, there are many modes and methods in this book for all manner of readers.

Every penitent or prayerful person approaches the High Holidays from a different place, seeking a different outcome. And so, when it comes to the right book that will leave its mark on you for this year, your mileage, again, may vary. Nonetheless, I encourage you to take the trip.

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