100 Books Like My Stroke of Insight

A timeless meditation on purpose, suffering, and the human spirit. While not about entrepreneurship, this book is essential for anyone seeking to understand the deeper meaning behind their work. Frankl’s insight—that we can find meaning even in suffering—is profoundly relevant for founders navigating hardship and uncertainty. 

What struck me most about it was how Frankl captured the Holocaust not just as a historical event, but as a raw, existential landscape. I’ve seen many films and documentaries about that era, but Frankl’s account stands apart. His lens is philosophical, not just historical. His insight that meaning, not pleasure or power, is the primary driver of human life resonated deeply.

I've focused on the idea myself that many entrepreneurs pursue ventures not for wealth or control, but as a way to fill a deeper existential hole. Frankl’s writing felt honest, profound, and necessary. This is a serious and enduring book I’ll return… show more.

What first gripped me was the insight into how North American Indians organized their societies. It was so interesting to see how it was advantageous to them to be free of the command-and-control leadership style in a competitive battle for economic gains. Instead, they relied on numerous pods of self-organizing systems where people chose who to follow based on what they admired in a person and understood the situation to require. It made them very nimble and creative.

This decentralized system might be the future of organizational leadership or at least a viable alternative. I love how the authors translate traditional wisdom into modern business practices. I really want to wrap my head around this.

This book reveals how the body stores emotional and traumatic memories long after the mind tries to forget them.

Van der Kolk explains why symptoms like anxiety, emotional numbness, anger, or disconnection can surface years later.

Many men who “push through” or never talk about their trauma find clarity in this book’s explanation of how stress affects the brain and nervous system. It helps readers understand themselves physically and emotionally, while giving hope that healing is possible through therapy, mindfulness, and self-awareness.

I loved this book, which I read shortly after recovering from my first major manic episode. I remember sitting on the patio of the LSU student union and thinking, “Yes, this!” again and again.

Written by a medical doctor (a psychiatrist), this memoir offers a unique view of bipolar disorder as Jamison herself has bipolar. I needed to know more about my diagnosis, and I needed to hear it from someone who had experienced it herself. 

I loved this book because it builds from the sadness of a life taken far too young to the beauty of deep reflections on the meaning of life, love, and loss. Paul Kalanithi was a brilliant neurosurgeon just completing his years of training when he was diagnosed with Stage IV lung cancer.

Kalanithi, a new father, wrote much of this book while he was dying. As a writer myself, this book caused me to wonder if I could be so open about my reality, in a book or any other form, while dying. I do not know the answer, but I treasure the experience of having read a book that raised such a powerful stirring in myself. Like the other books I recommend, Kalanithi’s memoir is a gift from the book Gods.

The memoir of world-renowned psychologist Marsha Linehan, who happens to be someone I greatly admire for creating the treatment that I use: Dialectical Behavior Therapy (DBT).  This book relays Linehan’s struggles as a teen and adult with her own mental health condition, including self-harming behaviors and thoughts of suicide, and how her experience contributed to her creation of a therapy that has likely saved millions of lives.

I read this book as part of my Search Inside Yourself (SIY) facilitator training when I worked at Google and later taught. I love this book because it’s full of science-based research on the power of mindfulness. I personally love all of Rick’s books and hosted him on my podcast, The Pausecast podcast (Ep. 17), where he blends his psychology and mindfulness expertise into easy and relatable concepts.

This book stuck out to me because Hanson shares how great teachers like Jesus, Moses, Mohammed, Gandhi, and the Buddha all had brains built essentially like anyone else's, yet they were able to harness their thoughts and shape their patterns of thinking in ways that changed history. I was inspired by their stories and also saw how I could model my own thinking in ways that better serve me and the world. 

This is another unconventional recommendation because it’s not only about grief. Maté is a medical doctor whose work focuses on the damage that unprocessed emotional trauma—including grief—does to the body and how to process emotions in a way that is less likely to lead to physical disease.

I think this book is a necessary complement to books about complicated grief because it provides an understanding of what happens when we do not allow ourselves to fully experience grief in a safe and supported manner, and provides insights into how to do so.  

Imagine being a medical school student in the best of health and full of spirit and ambition, and suddenly being engulfed by a strange and mysterious illness that even the best of doctors in the most renowned hospitals are unable to appropriately diagnose, let alone treat. This chilling story of a doctor who literally chases his own cure is a great example of the much-needed patient advocacy that may often be required to diagnose and treat rare and complex conditions effectively. The author’s passion for finding the underlying cause of his disease (Castleman’s disease) and experimenting with innovative unlikely combinations of drug therapies makes his story memorable and truly inspiring.

I devoured Eben Alexander’s book about a neurologist’s experiences in a coma. It was fascinating, the kind of book that keeps you glued to your seat. A few years ago, I wouldn’t have even considered reading a book with that title. My rational mind wasn’t open to anything beyond what my senses could verify. I dismissed my mystical experiences as coincidences, skeptical of anything that challenged the laws of physics or hinted at mystery.

Though the word "heaven" still doesn’t resonate with me, I’ve begun to sense something unknown. William Blake said, "Everything possible to be believed is an image of truth." My growing awareness of my own mortality has made me more receptive to the unknown.

I no longer demand proof or argue with the unseen. Instead, I listen and allow wonder to rise naturally. Death, once seen as an end, now feels like a threshold into something vast… show more.