But where there are endings, there are also beginnings—syllabi, sharpened pencils, freshly cracked spines and all they represent. And for Jews like me, September on the (solar) calendar often means the end of the (lunar) Jewish year and the beginning of the new one; a month when we can come home to ourselves.
There is no better companion for a bookish September than Anne Fadiman herself. Ex Libris is a love letter to reading—to the physical heft of books, the quirks of bookish families, the joyful chaos of merged libraries. My first literary agent (and pal!) Louise first introduced me to the great Anne Fadiman, so-much-more-than-an-essayist upon such great subjects as ice cream, early rising, marrying libraries, re-readings, and many others.
Fadiman’s essays hum with intelligence and delight; she treats language as both playground and cathedral. Reading this collection feels like returning to class under the kind of professors who grades not on correctness, but on enthusiasm.
This slim (and pleasingly red) volume is not only perfect for all things commuting, but a delightful collection of essays regarding the nature of, character of, reading of, acquisition of, and visceral love of books. Start with Anne Fadiman, and her incredibly smart but still utterly readable prose will win you over, make you laugh and swoon all in one, (again) pleasingly slim, red companion.
A perfect read to reignite one’s lifelong affair with words.
If you’re feeling like you miss the scent of freshly sharpened pencils AND you require a little pick-me-up from Mrs Devine and Mrs Zarider (aka: my first-grade teachers) but are a grown-ass adult, then this is the book you’ve be willing to trade your lunch for.
Remember your keys?
Do something nice for a friend?
Adulted like a PRO?
Rather than a DO list, this book encourages you to keep a DID List (to remind yourself of what you accomplished, instead of just worrying about what you need to do), the book helps you to break things into the tiniest steps (so tiny that just writing the list is one of the tasks) and give yourself a GOLD STAR for doing each one. Believe me: when life gets grim, this book helps you put into perspective just how much there is to be grateful for, and how much you do have going on in this once and only life.
Give Yourself A Gold Star! is the literary equivalent of a crisp new planner paired with your favorite pen: lighthearted yet oddly profound. It reminds us that self-kindness is also an achievement, and perhaps the first lesson we should re-learn every fall.
3. This Is Real and You Are Completely Unprepared: The Days of Awe as a Journey of Transformation by Rabbi Alan Lew
There is no greater book on this moment in the Jewish calendar than Rabbi Lew’s modern classic of spiritual reflection, This Is Real and You Are Completely Unprepared. Rabbi Lew’s book is the essential guide to entering the Jewish High Holy Days with heart and intention, but beyond the Jewish specificity, this book offers a philosopher’s perspective on existence itself, and is relevant to all, regardless of faith or background.
He traces the emotional arc from Tisha B’Av (mourning) through Rosh Hashanah (renewal) to Yom Kippur (atonement), revealing how the calendar mirrors the human psyche’s rhythms of loss and return. Lew writes with the warmth of a wise teacher and the clarity of a poet:
“The great journey of transformation begins with the acknowledgment that we need to make it. It is not something we are undertaking for amusement, nor even for the sake of convention; rather, it is a spiritual necessity.”
Rosh Hashanah invites us to reflect not on how much we’ve achieved, but on how much we’ve become — to count our days not by their product, but by their presence. Even if you’ve read it before, it’s worth revisiting each year—like the liturgy itself, it changes as you do.
Sit somewhere quiet, and revisit it. The page, like the year, is waiting for you to turn it.
3. To Kill A Mockingbird by Harper Lee
I have a family friend who recently told me he re-reads To Kill a Mockingbird every couple of years, and does this consistent "return reading" with no other book. Why? I'd wager a perfect mix of school memories, themes of justice, awakening, and childhood coming to an end always ring true, and become truer each day.
For me, there is something exquisitely September-like about To Kill a Mockingbird: its slow, sideways sun-dappled afternoons, its moral awakenings, and the ache of innocence giving way to understanding. Through Scout’s eyes, we experience both the wonder and the cruelty of a small Southern town—and the bittersweet passage from childhood simplicity to adult conscience. Plus, Harper Lee’s prose and exquisitely fleshed out characters feel like the turning of leaves: golden, crisp, edged with the inevitability of loss.
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She has authored multiple New York Times best-sellers (e.g., The Gifts of Imperfection, Daring Greatly, Rising Strong, Braving the Wilderness, Atlas of the Heart) that have reached massive audiences far beyond academia. But my pick for September's "Self Improvement Month" has to be Rising Strong: How the Ability to Reset Transforms the Way We Live, Love, Parent, and Lead, in which she presents what she calls the "Rising Strong process"—a three-phase journey through struggle, truth-telling, and transformation.
For anyone seeking renewal (and that’s maybe you), this book offers more than insight: it offers initiation. Read it with a pen in hand, ready to underline every sentence that sounds like it’s been waiting for you.
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This is a book to read as the nights lengthen and the air smells faintly of crisp leaves and nostalgia. It’s a promise that beauty survives, even as seasons change. Make yourself a “proper cuppa” and enjoy this one for the love of warmth, art, and the beginning of cozy season...
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A Season for Turning Pages
September is when reading becomes ritual again—the attentive, nourishing act it was meant to be. It’s the time to trade poolside paperbacks for well-loved hardcovers, iced coffee for tea, and to rediscover the quiet companionship of books that teach as much as they comfort.
This is the month of beginnings disguised as endings: of new notebooks and second chances, of self-reckoning and self-kindness. In honor of this shift, here is a list of books that suit September’s temperament — nostalgic yet hopeful, warm but clear-eyed, and perfect for curling up beside the first mug of tea of the season.
Whether you’re returning to work, to school, or simply to yourself, may these stories accompany you into the golden hush of early autumn — one page at a time, as the world turns gently inward.































