The Heartbreak Canon

Books

A three-book journey through modern love: from the patterns we recognize to the accountability we resist.

I The Worst Boyfriends Ever book cover
Book I Available Now

The Worst Boyfriends Ever

A Memoir in Dating Disasters

Part cautionary tale, part comedy of errors—a collection of stories about the relationships we stay in too long and the red flags we pretend not to see. Through sharp observation and uncomfortable honesty, this memoir examines why we repeat the same mistakes and what we're really looking for when we swipe right.

II Terms of Living book cover
Book II On Presale Now

Terms of Living

The Aftertaste of Modern Love

A breakup concludes calmly. Language behaves. Dignity remains intact. The following morning, the room looks the same. The body does not. Set in a coastal winter town, this memoir moves through five psychological movements—detonation, vacancy, circulation, reconstruction, and revision. Filmore traces how early rooms trained vigilance, how modern dating turns desire into transaction, and how devotion can resemble surveillance when left unchecked. A literary account of unlearning the reflex to shrink.

255 pages • Launch March 27, 2026 • Kindle $5.99 • Paperback $13.99

III
Book III To be Announced

Am I the Red Flag?

Essays on Accountability

The uncomfortable questions we avoid asking ourselves about our own patterns. An unflinching examination of accountability, defensiveness, and what it means to recognize when you're the one who needs to change. The final movement in The Heartbreak Canon.