100 books like Philosophy as a Way of Life

While William Irvine’s book introduced me to Stoic philosophy, Donald took me further into the incredible life of Roman emperor and Stoic Marcus Aurelius. This book takes you deeper into Stoic philosophy. I get asked whom I’d want to have lunch with, dead or alive, and I answer Marcus Aurelius. During his reign he was the most powerful person in the Western hemisphere. History is littered with examples that prove Lord Acton’s quip “Power corrupts; absolutely power corrupts absolutely.” Marcus is a rare exception.

We learn more through stories than through reading about abstract concepts. Lives of the Stoics is the story of the ancient Stoics. Who were they? How did they think? How did they live? If we want to live a Stoic life, then it helps us to know how other Stoics applied philosophy in their own lives: How did they face adversity? How did they handle betrayal? How did they handle prosperity? How did they deal with the ups and downs of life? The tone of the book is more informal and personal rather than authoritative. Yet this is one of the best books on Stoicism. Instead of giving us advice on how to use Stoic principles to live a better life, Holiday and Hanselman give us actual examples of people who lived by the principles and the results they got. If you are serious about practicing Stoicism, you will get… show more.

Perhaps I’m cheating a bit on this one since I promised to recommend the best “modern” books on Stoicism and Seneca wrote his 124 famous letters almost 2,000 years ago, but since my other recommendations are Marcus Aurelius and Epictetus heavy, I wanted to make sure that any person exploring Stoicism for the first time gets a taste of Seneca too. While there are some wonderful books out there on the intriguing character of Seneca the man I’m not aware of a particular one-volume book that examines Seneca’s philosophy with the kind of depth we see in books on Aurelius and Epictetus. Besides, while the letters are ancient, this particular translation is modern and has been done by two highly-respected scholars of Stoic thought of the very first rank. They do a wonderful job (though I must admit, I first met Seneca’s Letters through the Penguin and Loeb editions and… show more.

I wanted to include a book of fiction that brings Stoic thought to life in our modern world, and this was a tough decision for me. I’d like to draw attention to a wonderful little 150-page gem that is not nearly as widely known. Traylor’s fascinating little novel is actually “fictionalized,” its characters being crafted from actual people. And who are these people? Neither philosophers nor psychologists captivated by Stoic thought, nor average Joes or Janes out on the street, but the inmates of maximum security prisons Traylor met while working as a counselor. Epictetus is the Stoic who teaches most about personal, internal, moral freedom, and self-control, having once been a slave himself. This book shows how well the ex-slave’s lessons can resonate with and morally transform anyone today who strives for such freedom, even if imprisoned behind steel bars. Please do find an hour or two to read… show more.

Another Stoic classic. Written, again, in a highly accessible, conversational style. In fact, the only teachings by Epictetus that we know of today were recorded from his lectures by his disciple Arrian.  This book has given great solace to many people over the years. It is said that Frederick the Great never campaigned without it. And, the war hero Admiral James Stockdale credits Epictetus with helping him endure seven and a half years in a North Vietnamese military prison—including torture—and four years in solitary confinement. “No man is free who is not master of himself.”

I don’t think it’s possible to practice Stoicism well without a solid understanding of what Stoicism is. It’s not a set of life hacks, but a life philosophy. This book provides a rigorous but very readable historical introduction to Stoicism as a coherent art of living by covering the three classical philosophical topics of ancient Stoicism—logic, physics, and ethics. It also provides a great historical overview, suggestions for further reading, and a handy glossary of key Stoic technical terms. If you’re looking for a single book covering the basics of ancient Stoicism, this is a great place to start.

I think this is probably one of the most interesting, albeit lesser-known, books about the modern Stoic revival. Modern Stoicism is a dynamic movement that comprises many different voices and potential applications of the philosophy.

I love how this varied collection of essays, under the skillful editorial eyes of Greg Sadler and Leah Goldrick, has us thinking one minute about how Stoicism and mindfulness can intertwine and the next about what a Stoic would make of Jordan Peterson, all the while never losing sight of the power of the philosophy for personal transformation.

I highly recommend this book, a comprehensive ‘snapshot’ of all the different ways Stoicism can enrich our personal and collective lives. 

If you read the three books mentioned above, you will get a very good idea about Stoicism and how it can help you to lead a better life. But these books do not give a comprehensive overall picture of Stoic philosophy. They tend to ignore many aspects of Stoicism. If you want to have a good overall understanding of Stoic philosophy without having to spend a lot of time or money, get this book. In just 152 pages, Brad Inwood, a distinguished Stoic scholar, gives a clear account of what Stoicism is all about. If you are serious about Stoicism, at some point you need to have a reasonable understanding of what Stoicism actually was and is. You can find no better introduction to Stoicism than this.

This book is so concise, comprehensive, and clear, there’s no other book that directly competes with this one.

In The Practicing Stoic, Ward Farnsworth has collected a wide range of Stoic and Stoicism-adjacent quotes into one place, each categorized by subject, and in so doing he has given every seeker of wisdom a true gift. Need advice concerning emotional health, overcoming adversity, dealing with wealth, or even the topic of death? The Practicing Stoic contains practical, timeless wisdom on every page. On my first reading, it felt like I was moving through years of my own journals, notebooks, and highlighted pages, except everything was conveniently organized rather than frustratingly scattered about. Farnsworth also lends us his own insights in this collection, as he expounds on the Stoic worldview while weaving together the many excerpts he has collected for us. The Practicing Stoic is a book I often find reason to return to, and it’s worth having on your shelf.

Stoic practice involves a series of techniques to ultimately improve the state of your mind. To do that effectively, it’s immensely helpful to understand the Stoic conception of how the mind works. Part II of The Stoic Life is my go-to reference for reviewing the basics of Stoic psychology, in addition to covering key principles of Stoic ethics in Part III of the book. These two concepts are essential to understand for modern Stoics, and Brennan does a masterful job of explaining them.