My Fiftieth High Holidays: A Personal Jubilee (Shabbat Shuva 5786)

Sep 25, 2025 | Blog, Rabbi Josh Feigelson, PhD, President & CEO, Institute for Jewish Spirituality | 0 comments

As I was walking to shul on Rosh Hashanah morning, I did some personal accounting (’tis the season and all). My first “High Holiday gig” was blowing shofar in our minyan in Ann Arbor around age 14. The first time I led Rosh Hashanah Musaf was at the Hebrew Home for the Aged in New Haven in the fall of 1999, and I’ve continued doing that in various places nearly every year since.

But then it occurred to me that this year is my fiftieth experience of the High Holidays. (My father, may he rest in peace, always used to love wishing us a happy birthday by saying, “Mazal tov on entering your Xth year,” referring not to the number signified by our birthday, but by that number plus one: the year it ushers in.) And that kind of interrupted my nostalgic trip down memory lane (High Holidays version) and brought things into a different focus.

Fifty is traditionally thought of as one of life’s bigger birthdays, of course. While my own birthday is still more than six months away, my Rosh Hashanah realization led me to this association:

You shall count off seven weeks of years—seven times seven years—so that the period of seven weeks of years gives you a total of forty-nine years. Then you shall sound the shofar; in the seventh month, on the tenth day of the month—the Day of Atonement—you shall have the shofar sounded throughout your land and you shall hallow the fiftieth year. You shall proclaim release throughout the land for all its inhabitants. It shall be a jubilee for you: each of you shall return to your holding and each of you shall return to your family. (Leviticus 25:8-10)

It occurred to me that this is my Yovel, my jubilee year.

Now the Yovel is, of course, a communal enterprise. It really isn’t meant to be significant primarily for individuals. But I also thought of one of my favorite teachings of the Maharal, Rabbi Judah Loew of Prague (d. 1609), who addresses a good question: Why does the Torah prescribe blowing the shofar to proclaim the Yovel on Yom Kippur, and not on Rosh Hashanah? “The Jubilee and Yom Kippur—the two are really one,” he says. “For the Jubilee is the return of each individual to their original place of security, to be as it was in the beginning. And so too with Yom Kippur: everyone returns to their original place of security as the Holy Blessed One atones for them.” (Gur Aryeh Behar, s.v. “Mimashma”)

The Maharal’s phrase that I’ve translated as “original place of security” is hezkat rishonah, which has a flavor that’s a little hard to capture in English. On a literal level, it’s probably better rendered as “original holding,” as in land holding, which is what the JPS Bible translation cited above does. But the word hazakah connotes something strong (hazak)–i.e. an assumption in which we can place our faith, a place of security.

So what does it mean that on Yom Kippur–whether it’s our first or our fiftieth–each of us returns to our original place, our place of security? Obviously we’re not making a physical return (that is left, in theory, for the Jubilee year). And it’s not as if we forget all that we have experienced and learned in the preceding year.

What I imagine the Maharal is getting at is the idea that Yom Kippur is a day of rebirth, a day the Rabbis understood to be a mikvah in time. At the conclusion of Tractate Yoma in the Mishnah, Rabbi Akiva quotes Jeremiah 17:13: Mikveh Yisrael, “O hope of Israel! O eternal one!” He then plays with the the similarity between the Hebrew root signifying hope, kaveh (like Hatikvah), and the word for ritual bath, mikvah. “Just as a ritual bath purifies the impure, so too, the Holy Blessed One, purifies Israel.” And just as someone who emerges from a mikvah is considered a renewed being–clean and pure–we, upon our emergence from Yom Kippur, are clean, pure, and renewed.

During these ten days from Rosh Hashanah to Yom Kippur, we make reference to the Talmud’s teaching that the books of our lives are open and being written. That can sometimes feel disempowering: It’s all up to God. Or it can feel transactional: If I do good deeds now, then God will write me in the Book of Life. In my experience, that’s a theological posture likely to result in disappointment, if not shattered faith.

A perhaps more helpful alternative comes from the Maggid of Mezritch: “On Rosh Hashanah and Yom Kippur the ‘writing’ is the thoughts that we think” (Torat HaMaggid Rosh Hashanah). That is, the book is our book, the story of our lives. We are writing it. And the beautiful opportunity of this season is that, no matter what the story has been until now, it really can change with this new chapter.

Gemar chatima tova – May the chapter you write now be one of blessings for you and for all of us.