Begin Again, and Again, and Again

Notes on the Art of Perpetual Renewal

Contributors

By Alessandra Olanow

Formats and Prices

On Sale
Mar 17, 2026
Page Count
168 pages
ISBN-13
9781523531714

Price

$20.00

Price

$26.00 CAD

Format

Format:

  1. Hardcover $20.00 $26.00 CAD
  2. ebook $11.99 $15.99 CAD

A unique, beautiful, hopeful illustrated meditation on the unfolding of life, and a perfect gift for every woman facing the beginnings of midlife and all of its changes and challenges

Illustrator Alessandra Olanow knows all too well that life never unfolds as you think it will. After divorce, grief, and career transformation, Begin Again, and Again, and Again started as notes to herself at 3 a.m., when questions would arise: Is this all there is? Am I doing it right? What comes next?

For everyone, midlife is a time when new challenges arise and when the vision of life’s expectations and reality come crashing together. Begin Again, and Again, and Again offers a new perspective on this time—while it can be a tumultuous time full of change, it can also be a time for renewal. By letting go of preconceptions, Alessandra illuminates for readers the continuous cycle of transformation—being open to possibility, questioning your current state, finding ground, beginning again, and finding the joy in starting over.

Through resonant illustrations intertwined with personal writing, the book traces a journey of self-discovery starting with chapters “Is this all there is?” and “I think I can’t,” then growing to “Bottom is a good place to start,” “Presence is the best present,” and “Begin again & again & again.”

Begin Again, and Again, and Again grants you permission to start over as many times as you need to. It’s never too late.

 

Alessandra Olanow

About the Author

Alessandra Olanow is the illustrator and author of I Used to Have a Plan (Harper Design, 2021) and Hello Grief (Harper Design, 2023).  Her clients include brands such as Bergdorf Goodman, Clinique, Yahoo, Urban Outfitters, West Elm, and Uniqlo, as well as major print and online publications including the Wall Street Journal, Oprah Magazine, Vogue, Goop, Cherry Bombe, A Cup of Jo, Variety, Shape Magazine, Parents magazine, and Bon Appétit. She lives in Brooklyn, New York, with her daughter Coco.

Learn more about this author