100 Books Like Catch-22

This is, quite simply, the greatest escape story of all time.

I’ve chosen this book because I’ve read it so often, at least five times, mostly when I was a teenager. It is brilliant storytelling, and it may just be the book that most got me hooked on World War 2 history.

It tells the story of a tunnel dug from under a vaulting horse in the middle of an exercise yard in a German POW camp. The original plan was for a mass escape of prisoners through the tunnel, but in the end, only three prisoners made it back to England and freedom. All brilliantly told.

Simple, lyrical, beautiful.

Siddhartha is the story of an epic journey of a man traveling through ancient India, with life lessons subtly woven through the narrative.

Ultimately, this book is about how all things are connected through nature, and more specifically, how attaching too much weight to individual events—good, bad, happy, sad—misses the totality of appreciating how those events work together to make a more joyful, meaningful life.

I was immediately drawn to the suspense of this book. The novel begins at the Berlin Wall, where British intelligence agent Alec Leamas helplessly watches as East German guards murder his colleague.

As I followed the elaborate British plan to get revenge on an East German official, I had the nagging feeling that I was missing something. When I finally got to the end, I realized that I had been duped—much like many of the characters in the novel. 

This book helped me shift my mindset, and I first picked it up during a stressful phase of my life. I gave myself some time to simply breathe and take it in. It reminded me that the “now” is not just a passing second, but a sacred space where peace and clarity live.

I love how it helped me stop living in the echo of yesterday or the fear of tomorrow. I remember closing my eyes and whispering, “This moment is enough,” and feeling my shoulders relax for the first time in weeks. It helped me feel more connected with myself, my son, my clients, and in doing so, intentionally live every moment with more compassion, stillness, and supremacy.

This book literally changed my life and my relationships with myself and others forever. Before this book, I was living my life through the filters of my stories of right and wrong, how things ‘should’ be done, and doing my best to trust my instincts and intuition. I underestimated the power of words, including my words. I made assumptions about people and situations, and autopilot guided my path through the best and worst of challenges and opportunities.

This book, along with the Fifth Agreement, opened my mind to the human condition of subconscious programming. I read the book, listened to the book, and listened to the book while reading the book to deeply embrace the truths presented.

Thanks to all books published by the Ruiz family, which share the Toltec traditions with the world, I have found grace and compassion for the weight and impact of my own stories,… show more.

A deserved, all-time classic, this book seems to transcend time to capture the spirit of wanderlust. I was young and impressionable when I read it for the first time, and it inspired a sense of profound restlessness to explore, grow, and hit the road to see for myself. 

Neal Cassidy and Jack Kerouac are wild, occasionally unhinged protagonists, and their journey consists of hustling, romance, and drinking their way to a good time. Kerouac’s writing made me long for similar misadventures, where life is simple and finding the road is all that matters. Subversively, the novel promotes a full life and whole human experience, which makes working 9 to 5 that much more difficult.

I took up this gigantic novel on the recommendation of a friend who recommended Grey Bees. I was skeptical that I would read much of it because it is about Russia during the Second World War. However, once I got into the book, I was blown away.

Grossman is a bigger artist with words than any painter. He had a deep insight into humanity, every aspect of it. The chapters are short, but the book is over 800 pages long. I wanted to stop, but each chapter presented such insights that it was impossible not to be in awe at his writing. The story includes descriptions of the battle of Stalingrad from both sides, family life, the plight of Jews, and much, much more. 

After reading this book, I feel that I have lived another lifetime. There is a lot of sadness, some comedy, and lots of horror and… show more.

This may be considered an odd choice on the surface, given the true events of the Trojan War. This was also another I initially struggled with. Nevertheless, despite the factual elements, it’s viewed as one of the earliest epic fantasies in Western literature, along with The Odyssey, which came after.

Centered on just a few days of the ten-year siege of Troy, the lives of humans and their gods are intricately linked. It is one of the earliest examples of pathos with much sympathy actually lying with the enemies, the Trojans, a people based in Asia Minor, and their allies from all over the region. Outside the gods, it also references monsters such as Bellerophon, the Gorgon, and centaurs, with the gods often used as a plot device to refract the emotions and flaws of the characters.

The world-building is vivid and rich in dactylic hexameter, a rhythmic style.… show more.

Reading Graves’ biography, I get the sense of not just his wry humour but of his enduring pain. When he covers his First World War service, his jokes are cracked out of exasperation at the orders he receives that led to a succession of “bloody balls-ups,” and retold through a wince.

Graves’ biography has been described as “a version of events that told the poetic truth about his experiences…rather than being primarily fact-driven.” I believe all biographies are a form of fiction as our own memories are more often a product of our imagination than photographic recall.

Graves’ poetic retelling allows a more universal resonance beyond the trenches of the Somme than if he just stuck to the facts of that time and place, and resonated more for me because of this. 

I’ve never seen a man’s life told with such clarity and skill as Caro lays out LBJ’s journey. I was in awe of how clear-eyed Caro was about what his story is about: not the facts and dates of LBJ’s life, but what Caro saw in LBJ’s life about ambition, politics, and the powers that shape society.

Caro never for a second loses sight of the story he is telling, and what it is truly about: power, how to get it, and how to yield it. Caro’s adherence to the themes he found in LBJ’s story is inspiring—and completely informed how I approach storytelling.