The riddles within: Crosswords, anorexia, and feminist history

In this episode of Unravelling, Kurt White sits down with Anna Shechtman, author and renowned crossword creator, at the Brattleboro Literary Festival to discuss her book, The Riddles of the Sphinx: Inheriting the Feminist History of the Crossword Puzzle.

At age 15, Anna began crafting crossword puzzles while navigating the complexities of disordered eating—two practices tied by perfectionism, control, and language. Kurt and Anna explore the paradoxes of anorexia: the illusion of control amidst chaos, the pursuit of gratification without pleasure, and society’s celebration of self-discipline at the cost of self-destruction.

Anna reflects on how crossword construction became a “perfect substitution,” mirroring her fraught relationship with identity and body, offering a fragile sense of stability. Together, they examine the cultural and political forces shaping eating disorders, the competing ideals placed on women, and the tensions between feminist resistance and internalized misogyny.

Anna reminds us that recovery is hard work—but not as hard as living within an active disorder—and that healing begins with connection, both to others and to ourselves.

Links:
Anna's website: Anna Shechtman
The Riddles of the Sphinx: The Riddles of the Sphinx – HarperCollins
Brattleboro Literary Festival: https://brattleborolitfest.org/about/


Calling our listeners!
We want to hear from you! We're cooking up a special episode and need your voice in the mix. Have a question, thoughts on a past episode, or something happening in your life you’d love to explore through the lens of mental health? You can call, email, or send us a voice memo—and you just might hear yourself on a future episode of Unravelling. We’re excited to hear what’s on your mind!   

Leave a voicemail at 802-258-3763 (802-258-3POD)
Email or send a voice memo to unravel@brattlebororetreat.org


The riddles within: Crosswords, anorexia, and feminist history
Broadcast by