Author Talk: Alessandra Olanow

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We’re thrilled to welcome Alessandra Olanow to Bedford Books! She’ll be in conversation with our dear friend and grief specialist, Barri Leiner Grant, about her new book, Begin Again and Again and Again.

Books will be available for purchase and signing, and light refreshments will be served. Your ticket includes a $20 shopping credit to use at the event.

About the Book:

A luminous illustrated meditation on learning to live with life’s cycles—for anyone in the middle of breaking open and rebuilding.

Artist and author Alessandra Olanow knows that life never unfolds as you think it will. She found herself awake at 3 a.m. with questions that wouldn't settle: Is this all there is? What do I do when everything comes undone? How do I stay open when I want to close down?

Through watercolor illustrations woven with personal narrative and philosophical reflection, Alessandra offers companionship rather than answers. The book moves through five movements—Question, Doubt, Ground, Open, Renewal—each holding its own texture.

About the Author:

Alessandra Olanow is a writer and illustrator beloved on Instagram as @aolanow. Her work explores life's unexpected turns with honesty and grace, drawing from her own experiences with loss, reinvention, and the courage to begin again. She has also worked as an end-of-life doula, an experience that deepened her understanding of life's cycles of transformation and renewal. Her books include I Used to Have a Plan, Hello Grief, and Begin Again, And Again, And Again. She divides her time between Brooklyn, New York, and Ojai, California.

Know what’s Happening Next — before everyone else does.

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