In this much-anticipated final installment in the Stoic Virtues series, Ryan Holiday makes the case for the virtue on which all other virtues depend.
Of all the stoic virtues - courage, discipline, justice, and wisdom - wisdom is the most elusive. This is especially apparent in an age where reaction and idle chatter are rewarded, and restraint and thoughtfulness are unfashionable. The great statesman and philosophers of the past would not be fooled, as we are, by headlines or appearances or the primal pull of tribalism. They knew too much of history, of their own flaws, of the need for collaboration to do any of that. That's wisdom - and we need it more than ever.
Wisdom is Ryan Holiday's guiding principle, and Wisdom Takes Work is the culmination of all his work. Drawing on fascinating stories of the ancient and modern figures alike, Holiday shows how to cultivate wisdom through reading, self-education, and experience. Through the lives of Montaigne, Seneca, Joan Didion, Abraham Lincoln, and others, Holiday teaches us how to listen more than we talk, to think with nuance, to ruthlessly question our own beliefs, and to develop a method of self-education. He argues convincingly for the necessity of mental struggle and warns against taking shortcuts that deprive us of real knowledge. And he shows us how dangerous power and intelligence can be without the tempering influence of wisdom.
An absence of curiosity and prudence is a catastrophe for all of us, argues Ryan Holiday. This incredibly timely book both diagnoses the greatest problem of our current moment and offers solutions for the way forward. Wisdom is work - but it's worth it.
Ryan Holiday is media strategist for notorious clients like Tucker Max and Dov Charney. After dropping out of college at 19 to apprentice under the strategist Robert Greene, he went on to advise many bestselling authors and multi-platinum musicians. He is the Director of Marketing at American Apparel, where his work in advertising was internationally known. His strategies are used as case studies by Twitter, YouTube, and Google, and have been written about in AdAge, the New York Times, Gawker, and Fast Company. He is the author is *Trust Me, I'm Lying: Confessions of a Media Manipulator*, which is due out in July. He currently lives in New Orleans, with his rebellious puppy, Hanno.
Even after I've read the 3rd part in the series and evaluated it 2/5, I knew I'll go for the final one. The world's most famous neo-stoic - Ryan Holiday - doesn't write good books, but they are useful if you treat them as a trigger for self-assessment and deeper consideration of your everyday actions.
Truth to be told, it's damn hard to write a book on "wisdom" and capture the essence of what wisdom is, even without the stoicism lens. So it was quite clear that RH is on his "mission impossible" here. Nevertheless, it was his decision and he should be fairly evaluated (on whether he has delivered or not).
TBH there's surprisingly little actual stoicism here. RH is looking for some individuals that exemplify "wisdom", but his choices are ... controversial. When it come to positive cases, he's very skewed to "US-centric" perspective (that feels a bit grotesque) and for the negative ones, he has spent a lot of keystrokes on a single figure of ... Elon Musk and his publicly visible stunts. That's be still kinda OK, but the analysis is very shallow and feels like taken from tabloids (e.g., take-over of Twitter, relation with his trans-gender kid). The effect is caricature - instead of proving some point or helping the reader read something, I couldn't wait to get through to the next section.
In the end, yes, this book has made me thing a bit on the nature of wisdom: what it really is, how to recognize it, what we could do to "boost"/help wisdom. But I'd lie if I've told you there are more answers than questions here ...
There was a time when Ryan Holiday stood as one of the most compelling modern interpreters of Stoic philosophy—bridging ancient wisdom with contemporary relevance in a way that felt urgent, accessible, and above all, apolitical. With Wisdom Takes Work, that era appears to be over.
This latest installment in Holiday’s long-running project to bring Stoicism to the masses is not just a disappointment—it’s a misfire that undermines its own thesis. What should be a timeless reflection on character, resilience, and moral discipline instead reads like a politically narrow treatise filtered through personal grievance. The book’s title promises hard-earned truth. What it delivers feels more like a vendetta masked as virtue.
The core flaw lies in Holiday’s jarring choice of modern figures to represent “evil.” Instead of drawing from history’s deep well—where tyrants, narcissists, and warmongers abound—Holiday trains his fire on Elon Musk and Donald Trump. Agree with his politics or not, these selections are clumsy and alienating. It’s not that critique of the powerful is off-limits—it’s that Stoicism, properly practiced, demands restraint, humility, and perspective. Here, Holiday seems to reach not for Marcus Aurelius, but for MSNBC.
The irony is suffocating. In a book about wisdom and inner discipline, Holiday’s own lack of detachment becomes the loudest voice in the room. There’s a performative certainty to his condemnation of present-day figures whose legacies are still unfolding—a certainty unbecoming of someone who purports to champion nuance and long-term reflection. It’s not that his targets are above criticism; it’s that their inclusion does the very thing Stoicism warns against: reducing complex matters to emotional impulse.
For longtime readers who once turned to Holiday as a rare voice of clarity in a cultural landscape of division, this feels like a betrayal. His previous books, while increasingly slick and brand-conscious, at least aspired to universalism. Wisdom Takes Work narrows the field, drawing hard lines between the virtuous and the damned—lines that just happen to align with the author’s politics.
In doing so, he’s abandoned what made his work resonate with such a broad audience. The true gift of Stoicism is that it transcends ideology. It’s why a Roman emperor and a former slave could teach the same values across centuries. Holiday, once a student of that school, now appears more interested in wielding Stoicism than embodying it.
This may well be the last time many of his fans—this reviewer included—engage with his work. Not out of spite, but out of disappointment. Because wisdom does take work, and this book, for all its ambition, doesn’t do the work. It preaches where it should question. It alienates where it should invite. And it politicizes what should be sacred.
In the end, Wisdom Takes Work proves Holiday’s own point—but perhaps not in the way he intended.
⭐️⭐️⭐️⭐️⭐️ 5 Stars — Holiday’s Best, and a Personal Gratitude
Wisdom Takes Work is the final installment in Ryan Holiday’s Virtue series, and in my opinion, it’s the best in the bunch. This book hit me right where I am in life — and I feel like I owe the author a sincere debt of gratitude.
About a year and a half ago, I retired from full-time teaching and felt a bit of a void. I started exploring Stoicism as a way to find grounding and purpose in this new phase. Holiday’s podcast was one of the first things that put me on a solid path — encouraging me to read more, think deeper, and find a sense of tranquility in daily life. Now, 18 months later, I’ve worked through a stack of books, gained some real insight, and feel more centered than I have in years. This book feels like the culmination of that journey.
Holiday’s style remains what it has always been: highly accessible, reader-friendly, and polished. His books are meant to be springboards — not dense philosophical tomes — and that’s a strength. He has introduced Stoicism to a wide audience and made these timeless ideas feel both practical and deeply needed today. Sure, the series may lack the heavy academic heft of ancient sources, but that simply isn’t its goal.
I used immersive reading again for this one, and Holiday’s own narration is excellent — intimate and energized without being preachy. Some readers may bristle at a few of the contemporary examples he brings into the discussion, but Holiday has always called things as he sees them. The Stoics weren’t shy about applying philosophy to real life, so why should he be? Yes, he really rakes a few subjects over the hot coals. So be it.
This book is ultimately about putting wisdom into practice — daily, deliberately, and with humility. And that message resonated powerfully with me. Now, if I can just get my sons to read it…
A terrific finish to an impactful series. Highly recommended for anyone seeking a more thoughtful, grounded, and purposeful way to live. I wonder what’s next?
I've read most - if not all - of Holiday's books, and this book is completely on par with the rest.
However, Holiday completely lost the plot in his pages-long rant about Elon Musk. I'm not a Musk fan by any means; but ranting for 15 pages about the things Musk has been posting about on X (many of the things Musk said even turned out to be completely accurate and true) completely derailed the book for me.
The point about hubris (still related to the core of the book at this point) was made on the first page. But for some reason Holiday still decided to spend page after page summing up tweet after tweet after tweet from Musk in an almost fanatical rant.
What's even more jarring is the fact that certain chapters are hastily written in 2 or 3 pages (ironically the chapter preceding Musk's, which he could easily have written 5+ pages about), in favor of political rants of 20+ pages.
And ofcourse, after Musk, Holiday will rant about Trump. Take this quote: "[his staff] have begged him to spend time with his wife or children, but Trump prefers to spend the mornings (and evenings) with TiVo". Seriously, where does Holiday even come up with this nonsense?
Ironically, Holiday obviously still needs to read and apply the lessons from his own book.
For the love of God; leave your own political views out of books that are not actually about politics. We do not care about your personal views.
Wisdom does, take work Mr. Holiday. I usually don't take time to review books I won't be finishing. BUT- when I pre-order a book and pay Amazon's inflated, stupid license to read price for it and receive this level of crap you, the author, Mr. Holiday get a one star review.
Mr. Holiday claims to be a stoic. He in fact thinks that he is great at being a stoic and knows how to share the philosophy with the rest of the world. I was aware of the author's political views before purchase. With this book I was giving him a chance to show me that politics could stay out of this. Based on one chapter - the chapter I quit this book over- he needs some more time with Marcus before writing anymore books.
The chapter I quit with is " The Storm Within Us". I made it a third of the way through this book and realized that this chapter was written with more energy then the rest of the book together up to this point. And it is a rant about how awful Elon Musk is. Now, stoicism is about not letting others get to us. Mr Holiday seems to have a very serious problem with Elon Musk. Mr. Musk is definitely under the author's skin and living rent free in his brain. He used this chapter as a political and personal rant. I suspect there is a fair amount of jealousy along with the hate being spewed in said rant.
Now- I do agree with some of Holiday's observations about Musk but a book titled "Wisdom Takes Work" is not the place for this. It feels like a bait and switch to get a political beef into my hands. I already pay for my husband's DISH habit. I can watch CNN if I want thoughtless political beef without investing $16 more dollars for a worthless kindle license to read it. I won't be giving Mr. Holiday anymore money, time or thought. That is what Stoicism is really about.
I’ve really enjoyed Ryan Holiday’s Stoic Virtue series, but Wisdom Takes Work felt like the weakest entry for me. It didn’t quite live up to the clarity and balance of the earlier books. At times, it felt like Ryan wasn’t following the very Stoic principles he’s spent years writing and teaching.
Some chapters felt rushed, while others, like the first chapter in Part 2 dragged on, especially the long section about Elon Musk. There are still a few valuable takeaways I’ll carry with me, but overall, this one didn’t land as powerfully as I hoped. A disappointing end to what’s otherwise been a thoughtful and inspiring series.
As a follower of Ryan Holiday's podcasts and particularly his virtue series, I have perhaps been the most excited for this final installment on wisdom. I might contend of the four virtues wisdom is often the most overlooked or, at least, it is not often written about. In his typical Holiday fashion, Ryan navigates us through insightful takeaways while employing biographical stories to make the content really stick. His examples within Wisdom Takes Work are both historical and poignant.
As I began to read through the fourth book in the virtue series, I feared that Holiday might fall short of my expectations on the subject. Using Montaigne and others as examples, there was a great discussion on knowledge, in particular. Sure, knowledge is important, but is that wisdom? Well, it turned out only to be a launching pad into the deeper discussion of wisdom itself. I think one of Holiday's strongest and most relevant arguments throughout this book is that one can be full of knowledge and yet incredibly unwise. One could be successful and even arguably one of the smartest individuals of our time, and yet a complete fool. What a travesty!
This book, then, is not only to inform and teach us as to what wisdom entails, but it is to point us in a different direction so we might not waste our knowledge and expend our potential in folly.
If you have read any of Ryan's other books, you will be familiar with his style. Always informative and well-researched. Full of character portraits and examples, and immensely practical. Given the density, but also the subject, I could see this being a book to which I return on more than one occasion.
I do want to thank NetGalley and Portfolio for the advanced readers’ copy and opportunity to offer my honest review of Wisdom Takes Work.
Was very excited for this book and as this Series has been great. All other books in this series have been 5 stars. This book had a very political agenda which is simply not what I expected from this author and series. Normally I don't give ratings under 3 stars, as I simply don't finish books that I don't like, in this case I preorder this book since the rest of the series was so good.
I have been excited to read this book since June. I thoroughly enjoyed the previous three books in the series and was expecting a genuine finale. I made sure I was in line to purchase an autographed first edition that’s how much I love his books. Sadly, it delivers a pile of disappointment and questions as to why this book feels so out of character for Holiday. Very bizarre. It started strong and then fell off a cliff when the longest chapter wasn’t anything full of wisdom but literally a giant Elon Musk rant. (And NO I’m not a Musk/Trump supporter being critical of this) By the end of that chapter I sat there asking myself, “this is so weird, what did I just read?” The vibe turned into: “I think I just found out Elon’s d!ck is bigger than mine so I’m ditching stoicism and now I’m going to rant through the rest of this book while trying to insert wisdom once in a while.” I feel a second-hand embarrassment for Holiday when reading this book and now I’m struggling to finish it.
I'm not sure what happened with this book, but the first half is nothing but reminders to read, slow down, and partisan critiques. Holiday dedicates 3 straight chapters to criticizing Elon Musk and Donald Trump, often confusing political opinions with character flaws (of which there are plenty). But disagreements on transgender policies or how one views climate activists does not indicate a lack of stoic virtues.
This book is also repetitive of the first 3 in the series. Ryan Holiday is capable of much better work.
The last of the virtue series- books make you wise. And stoic. And also changing your mind. And don’t think you’re so smart. I lived the Montaigne references and the Elon references but was sort of over the Lincoln references. Recommend.
After unwrapping Courage, Justice, and Discipline, Ryan Holiday is now ready to uncover the long-awaited Wisdom – the fourth virtue of Stoicism. Often seen as a pathway to enlightenment in religious contexts, Ryan Holiday narrows its scope through the timeless stories of renowned world public figures. Wisdom Takes Work delivers its grounded approach in three chapters: The Agoge, The Sirens, and The Apotheosis. The journey begins with the cultivating the right mindset through education, contemplation, endurance, and understanding. Moreover, the author warns us of the two obstacles, power and intelligence, that might lead us off track to wisdom.
Despite the complexity of the subject, the author’s extensive research is deeply respected. Rather than relying on a single source or text, Ryan Holiday also puts together other sources, creating a trustworthy and thoughtful narrative. The curation of words is notable –carefully chosen, bold, a bit poetic, yet clear and easy to understand. The author also openly admits that he is still on the journey toward wisdom, despite having written the book. This admission makes the readers feel more connected to the authors, as we are on the same journey. Although it is my first read from Ryan Holiday, his storytelling style effectively builds intrigue and keeps the reader engaged.
However, some parts of the book are harder to digest due to the abundance of references. It felt like being bombarded with too much information all at once. Additionally, the book would benefit from greater consistency if the subchapters were more uniform in length.
Ryan Holiday’s narrative successfully unpacks the complexities of wisdom, bridging the ancient with the present. With its simplicity, honesty, and well-researched content, the book is recommended for readers who are new to the philosophy genre or curious about Stoicism.
It is a well-written, well-researched, and engaging read for those seeking to be wiser.
Thank you Portfolio Publisher and Ryan Holiday for the opportunity to read the e-ARC in exchange for honest review
Animar a alguien. Hacer que se sienta mejor. Ayudarle a recuperar la calma. Las personas divertidas son luces que brillan en la oscuridad. Iluminan el mundo. La vida es dolorosa y absurda. También es risible y ridícula. Todo depende de cómo la veamos.
Terrible book out of the whole series. He went on a long excruciating rant about Elon Musk almost as if Elon personally hurt him. That wasn’t very stoic of him. Also too many political statements and ideologies in the book. Every other book in the virtue series has been a re read for me, this one will go in the trash.
This is one of those books where it documents current relevant events and compares it to the past yet will become applicable at any time in history. I have enjoyed all of Holiday's books and I was worried this fourth book would be a bit repetitive of the previous three and I am quite pleased this is not the case. You can tell Holiday has done his work in researching the figures he discusses in the chapters. I was surprised to walk away learning so much of what I thought I already knew and EAGER to learn more. This book has opened my eyes to what it really means to be wise and to be dissatisfied just getting the "gist" of something. This book is going to upset some people, its news they don't want to hear but those who strive to uphold virtue will take it like its medicine.
I want to spend some time writing a full review, but the TLDR is that I thought this book and the series overall are excellent. Wisdom on every page, and it's a series that I'll revisit, for full rereads, but also even over the last few weeks I've found myself searching them, rereading passages, as something I read pops back into my mind.
excellent book with great topics. The people used to prove points were powerful examples. Sad to see the virtue series ending. Look forward to re-reading the series.
He repeat everything he said before, he milk his own brand. Funny how it talks about not following a guru...but become one. And obviously, he is obsess with Elon Musk Talk about him all the time. Again and again. bizarre To read if you didn't read nothing else from him
I really enjoyed working my way through this thoughtful and practical guide on wisdom. Wisdom Takes Work by Ryan Holiday closes out his Stoic Virtues series by highlighting the virtue that makes all the others possible. Through stories ranging from ancient philosophers to modern thinkers, he shows that true wisdom is built slowly through curiosity, self-education, and the discipline of listening more than we speak, a refreshing reminder in a world that seems to reward noise over nuance.
I found myself nodding along to his call for filling our minds with the right kinds of books, the ones that stretch our thinking and push us into unfamiliar territory. The first few chapters were packed with quotable lines, and there were so many that this book deserves its own quote journal. Some of the people he used as examples felt a little outdated, and I wished he had included fresher public figures we could relate to today, though I loved seeing Joan Didion included.
Overall, this felt like the perfect conclusion to his Stoic Virtues series, tying everything together in a way that is both inspiring and practical. It is the kind of book that encourages reflection, careful thought, and applying wisdom in our own lives.
Thank you to NetGalley and the publisher, Portfolio Books, for the advanced copy in exchange for my honest review. All opinions are my own.
Anyone who knows me well knows that Ryan Holiday is one of my favorite nonfiction authors. In fact, I'd be hard-pressed to name a nonfiction writer whose works I enjoy more than Holiday's books on Stoicism. So, I guess he IS my favorite nonfiction writer.
Consequently, I couldn't wait to read his four-book series on the cardinal virtues of Stoicism: Courage, Temperance (or Discipline), Justice, and Wisdom. I thought his first book on Courage was okay. Parts I and II were excellent, while Part III felt rushed and not up to his usual standard. Consequently, I gave it four stars.
Holiday redeemed himself in his second book on the cardinal virtues: "Discipline is Destiny." The writing was classic Holiday...part history lesson, part Stoicism textbook, part self-help book, part inspirational literature. So, I gave it five stars.
"Right Think, Right Now" fell in between those two. It was better than "Courage" - but not quite as good as "Discipline." And because 4.5 stars wasn't an option, I gave it four stars.
This final book in the series was similar to that work. It was really good, but not great - something I'll explain more in a bit.
As was the case with the first three books in the series, Holiday separated his essays into three parts:
Part 1: THE AGOGE (YOUR TRAINING GROUND) Part 2: THE SIRENS (THE PERILOUS ROCKS YOU MUST BEWARE) Part 3: THE APOTHEOSIS (TOUCHING THE DIVINE)
In terms of his specific content, here's the marketing blurb/jacket description:
"Wisdom has been called the mother of the virtues - for good reason. Courage, discipline, and justice all descend from first knowing what's what. Wisdom gives us perspective, uncovers truth, shows us how the world works, and guides us where to go. This critical and all too rare ability - discernment - is not something anyone is born with.
No, wisdom is cultivated. Wisdom is earned. Wisdom is hard-won. Just as it was for all the people we admire and the heroes who make up this book: Montaigne, whose most unusual education created an open and empathetic mind in a time of division and disruption; Marcus Aurelius, perhaps the only 'philosopher king' to ever live; Abraham Lincoln, a self-taught and self-made man who led our nation out of its worst crisis. We learn from Joan Didion's lifelong practice of keeping notebooks, and from Maya Angelou's habit of active listening. We learn from Zeno and General Patton, whose love of reading allowed them to bend space and time and speak with the dead. We learn cautionary tales from figures like Elon Musk, whose brilliance was turned against itself and the world.
In this fourth and final installment in the best-selling Stoic Virtues series, Ryan Holiday shows how to cultivate wisdom through reading, self-education, and lived experience. He teaches us how to listen more than we talk, to think with nuance, and to ruthlessly question our own beliefs. He argues convincingly for the necessity of mental struggle and warns against taking shortcuts that deprive us of real knowledge. And he shows us how dangerous power and intelligence can be without the tempering influence of wisdom.
This incredibly timely book both diagnoses the greatest problem of our current moment and offers solutions for the way forward. Wisdom is work. But it's worth it."
Again, I enjoyed this work a lot. However, I thought that it got repetitive at times. And his focus and constant return to a discussion of Elon Musk bordered on obsessive. Finally, it seemed more dense than the first three works - even after Holiday cut 20,000 words from it, according to his Afterword!
Still, this is yet another of Holiday's works that I will reread again and again. And I encourage anyone with the courage for deep self-reflection to read it.
I'll close this review with a few of my favorite excerpts. (I ended up with 18 pages of typed notes from it!)
"Just as no one is born wise, no one is born dumb – ignorant, sure, but remaining so is a choice. What will we choose?” [p. xix]
“How can you lead if you haven’t listened to the people you’ll be leading? Why are you trying to solve a problem before you’ve asked what others have already tried? What information are you crowding out with all your chatter?” [p. 51]
“The world is very big. Our culture is but one of many. There is wisdom in geography, wisdom in the generations of people who have lived in one place, adapting to the land and the environment around them. If only we are curious enough to learn it.
So hit the road! Travel to the well-known places and the little seen. Travel by boat and by car and by train and by plane and by foot – do as much as you can on foot. Read the signs. Struggle with the language barrier. See things from the other side of the road. Eat the food. Go to museums. Hike the mountains. Sit at sidewalk cafes. Watch a concert. See the ancient hieroglyphs and notice graffiti on city streets. Listen to people chatter. See the cemeteries. Visit the battlefields. Tarry for a while...
There are a million excuses not to travel, but that’s what they are, excuses…exploration is an important step in growing up. It will change you for the better. You don’t have to spend a fortune traveling to become a worldly person...but you do have to check out what is on the other side of the hill a couple times.” [p. 89]
“A strong mind needs a strong body and vice versa. In fact, to the Romans, a poorly educated person was someone who hadn’t learned to read or swim.” [p.100]
“You need both the mental and the physical. A person is incomplete and unbalanced if they neglect one in favor of the other.” [p. 100]
“We must be strong mentally, physically. Brains and courage. Brawn and kindness. Only a fool neglects the body in favor of the mind, or the mind in favor of the body. Virtue – excellence – is the cultivation of all these traits, the aspiration to be a complete and well-rounded person. Smart and strong. Strong and smart.” [p. 101]
“It’s very difficult, it’s been said, to reason your way out of a position you didn’t reason yourself into.” [p. 179]
“You’re not special. You’re also not a delicate little flower that needs to be protected.
Political correctness. Censorship. Shouting people down. This doesn’t make anyone smarter or better or safer. In fact, it makes us weaker, more susceptible to groupthink, more delusional, more likely to overreach or misread…
Snowflakes make bad decisions because every decision is decided by the least consequential variable: Does this align with what I want to be true?
No wisdom is possible for the fragile. No growth. No truth.” [pp. 193-194]
“There is no freedom without wisdom, there is no wisdom without freedom.” [p. 305]
“You can’t attain happiness or wisdom by making it a bull’s-eye…We must embrace the paradox that happiness is essential but not something we can aim at. We get it indirectly by living well and doing good. Like wisdom itself, happiness is the result of a process, of doing the right things in the right way. It’s something that ensues as opposed to something we pursue. Instead of trying to get it, we’re better when we try to give it.” [p. 312]
“In fact, philosophy had taught Seneca the most important lesson about our mortality: Death is not something we do once, at the end of life. In fact, Seneca knew that life is death. We are dying every day, Seneca understood, for every moment that ticks by on the clock is dead and gone. So is the person we were in that moment. He understood that he had been in this situation before, as we all are, for we don’t die once but countless times, with a shrug. The death to be worried about is not the one you meet as an old man in exile, but the one you refused to see when you were young and thought you had all the time in the world.” [p. 341]
“Whether it’s from the Bible or from Hercules or East of Eden or Faust, the parable’s message is the same: We have a choice. We choose between wisdom and ignorance, cowardice and courage, discipline and excess, right and wrong, virtue and vice.” [p. 351]
“Each of us has a calling, the task of our lives is to listen to it…and be brave enough to follow.” [p. 360]
“Just because the world seems to be cruel and stupid these days doesn’t mean we have to be. Just because some people seem to revel in the fantasy world they have created, preferring fictions to complicated reality, doesn’t mean we should. That was the whole point of philosophy, Chrysippus said, to not be part of the mob and rabble.” [p. 368]
“How is a person supposed to know if they’re making progress if wisdom is so elusive? The same way it works with the horizon. We’re never actually getting closer to it, but we can look behind us and see that we are at least covering serious distance – we can see how far we’ve come from where we started.” [p. 369]
“Ignorance is a solvable problem…but it requires admitting the problem first.” [p. 229]
3.5⭐️ While this was not my favorite of this author’s books, I did still enjoy it and had multiple takeaways. My main reason for not loving it was the examples used for each chapter. They felt rather repetitive instead of a through line. I also personally like the examples of people who are a little more recent as they feel more applicable. Still recommend!
ARC was provided by the publisher via Netgalley in exchange for an honest review.
"Wisdom Takes Work: Learn. Apply. Repeat." by Ryan Holiday explores the idea that wisdom is not something we inherit, stumble upon, or achieve once and for all, but something we must practice repeatedly throughout our lives. Drawing on ancient philosophy, historical examples, and modern reflections, the book argues that wisdom is earned through effort, reflection, humility, and action. From the very beginning, the message is clear: wisdom demands commitment. It is not the glamorous or easy path, but it is the one that leads to clarity, purpose, and a deeper form of happiness.
The book opens by grounding its philosophy in a timeless image from ancient Greece: a young Hercules standing at a crossroads, faced with two paths. One offers comfort, pleasure, and ease; the other promises difficulty, discipline, and virtue. This choice mirrors the central question of the book - whether we are willing to do the hard work required to live wisely. Wisdom, as Holiday presents it through Stoic thought, is not passive knowledge but the ability to consistently make sound judgments in complex situations. It is the guiding force behind justice, courage, and self-control, and without it, these virtues cannot exist in a meaningful way.
Wisdom is difficult to define precisely because it encompasses many qualities at once. It includes intelligence, experience, emotional awareness, moral judgment, and perspective, but it is more than the sum of these parts. At its core, wisdom is knowing what to do, when to do it, and how to do it. Importantly, it is never complete. No one ever reaches a final state of wisdom, and this is not a flaw but a feature. Growth remains possible at every stage of life. Ignorance may be unavoidable early on, but remaining unwise is framed as a choice - a failure to reflect, learn, and adapt.
To show how wisdom is cultivated in practice, the book turns to historical figures who embodied lifelong learning. One of the most prominent examples is Michel de Montaigne, a French thinker who lived through political chaos and personal crisis. From his early upbringing, which emphasized humility and shared humanity, to his near-death experience that reshaped his priorities, Montaigne’s life demonstrates how wisdom is often forged through discomfort and self-examination. Retreating to his library to read, think, and write, he questioned everything, including his own assumptions. His guiding principle, 'What do I know?', captures a core Stoic idea: certainty is dangerous, and humility is essential.
Montaigne’s wisdom was not confined to isolation. He remained engaged in public life, serving as a mediator during religious conflicts when rigid ideology threatened to tear society apart. His ability to hold nuance, resist extremes, and see shared humanity in opposing sides illustrates how wisdom operates in real-world situations. The lesson is not to withdraw from life, but to participate thoughtfully, informed by reflection rather than ego.
The book expands this idea by emphasizing that life itself is the classroom for wisdom. Formal education can help, but it is not sufficient. Many of history’s wisest figures learned through experience rather than instruction. Artists, leaders, and philosophers often developed their insight by immersing themselves in environments that challenged them. Wisdom grows when people take responsibility for their own learning, choosing paths that suit their nature rather than blindly following conventional expectations. The value lies not in how impressive the path looks, but in how deeply it teaches.
A crucial part of wisdom, according to the book, is empathy. Understanding others does not mean agreeing with them, but it does require the ability to step outside one’s own perspective. Every person experiences the world differently, shaped by circumstances, biology, and history. Without recognizing this, judgment becomes shallow and conflict becomes inevitable. Empathy allows wisdom to function socially, helping individuals navigate disagreements, relationships, and moral dilemmas with fairness and care. It transforms wisdom from a private virtue into a communal one.
Equally important is the acceptance of limitation and uncertainty. The book repeatedly warns against the dangers of overconfidence, using historical failures to show how catastrophic certainty can be. Many disasters were caused not by lack of intelligence, but by leaders who believed they fully understood situations that were far more complex than they realized. True wisdom remains cautious, aware of blind spots, and open to correction. This humility does not weaken decision-making; it strengthens it.
At the same time, uncertainty is not portrayed as something purely negative. The ability to live comfortably with unanswered questions is framed as a mark of maturity and intelligence. Great art, philosophy, and leadership often arise from ambiguity rather than rigid conclusions. Wisdom allows for contradiction, context, and flexibility. What is right in one situation may be wrong in another, and the wise person adjusts accordingly rather than clinging to fixed rules.
The book ultimately connects wisdom to happiness, redefining what happiness truly means. Rather than chasing pleasure, success, or external approval, Stoic philosophy links happiness to inner stability and moral clarity. Happiness is not something granted by circumstances but something generated through wise judgment. By focusing on what we can control - our actions, values, and responses - we free ourselves from dependence on outcomes beyond our power. In this sense, wisdom and happiness are inseparable. To live wisely is to live well.
In conclusion, "Wisdom Takes Work: Learn. Apply. Repeat." by Ryan Holiday presents wisdom as an active, lifelong pursuit rather than an abstract ideal. It teaches that wisdom grows through practice, empathy, humility, and the willingness to question oneself again and again. By embracing uncertainty, learning from experience, and choosing the harder but more meaningful path, individuals can develop the clarity needed to navigate life’s challenges. The book reminds us that wisdom is not about having all the answers, but about continuously learning how to live better - and that this ongoing effort is what ultimately leads to fulfillment and peace.
A Capstone in the Stoic Virtues Series: Wisdom Takes Work by Ryan Holiday Review by Charles Francis Advanced copy provided by NetGalley Estimated Read Time: ~4 minutes
⭐️⭐️⭐️⭐️⭐️ (5 out of 5 stars) Epicurus understood something fundamental about the human condition when he wrote, "Let no one be slow to seek wisdom when they are young nor weary in the search thereof when they have grown old." Ryan Holiday opens Wisdom Takes Work—released October 21, 2025—with this ancient insight, and what follows is perhaps his most essential book to date: a capstone that brings his Stoic virtues series into sharper focus.
As an avid reader who holds authors to a high bar, I first encountered Holiday through The Daily Stoic, a book I return to annually and one that continues to reveal new layers with each reading. That initial encounter sparked a years-long journey into Stoicism that has led me through the Meditations of Marcus Aurelius, the letters of Seneca, Epictetus's Discourses, and contemporary interpreters like Massimo Pigliucci, Donald Robertson, Eric Cloward's Stoicism 101, Joseph Piercy's The Little Book of Stoic Wisdom, and Jonas Salzgeber's The Little Book of Stoicism. Holiday's work opened that door for me, and Wisdom Takes Work demonstrates why his voice remains indispensable for anyone walking this path.
Where The Obstacle Is the Way challenged us to face adversity head-on and Ego Is the Enemy warned against our greatest internal threat, this new book tackles the most elusive virtue of all: wisdom itself. Holiday's central argument is deceptively simple yet profound—wisdom cannot be hacked, shortcutted, or downloaded. It is, as the title promises, work. Hard work. The kind that demands we show up on good days and bad, on days when clarity comes easily and on those ugly days when we just want to quit. That's precisely the point. Through this book, I've come to see the pursuit of wisdom in a new light: it's not for the faint of heart if you truly want to become a better version of yourself. As an avid learner, it's works like this that help me grow.
The book's most compelling thread explores wisdom as inherently relational. "Is there anyone who is able to reach their potential totally alone?" Holiday asks. "Who can learn everything they need to learn by trial and error?" We must be willing to become apprentices, to seek out mentors, teachers, and companions. The world is our classroom, and the lessons we need will take time—we must be willing to devote that time. As someone who tends toward introversion, this section both resonated and challenged me. Holiday introduces Brian Eno's concept of "scenius"—the idea that we become better by being part of a group, culture, or ecosystem of influence. Goethe's words echo throughout: "Tell me who you consort with, and I will tell you who you are." For those of us who must push against our natural inclinations to find our scene, this wisdom cuts particularly deep. It's hard to get out and create that scene, but one must to gain wisdom.
What sets Holiday apart from more esoteric Stoic writers is his remarkable ability to make ancient wisdom accessible without diluting it. He moves effortlessly between Epictetus and Goethe, Jack London and Joan Didion, Voltaire and Marcus Aurelius, Clio and Sophocles, always grounding lofty concepts in recognizable human experience. He balances the ancients with contemporary figures—Martin Luther King Jr., Winston Churchill, Mark Twain, Lou Gehrig, Malcolm X—showing us what wisdom looks like in practice. He even uses cautionary tales like Elon Musk and Kyrie Irving as counterexamples of those who failed to heed wisdom's calling, reminding us that intelligence and success don't automatically confer wisdom.
As one of the ancients advised, if you want to learn about life, go talk to the dead. Holiday takes this seriously. History, he reminds us, isn't presented to us—it's something we unearth, piece by piece, book by book, visit by visit, question by question. As we read and study, we become pioneers, refugees, Union soldiers, both slaves and slave owners, colonizers and natives, Greeks and Romans. We must inhabit their worlds to understand them, see things through their eyes, feel the heat of battle, the fear of persecution, the hope of a better future. These are the lessons that will help us become wiser in our own lives.
This is a thinking person's game, Holiday insists. For those of us committed to becoming better versions of ourselves, works like this aren't optional—they're essential. This is Holiday's most mature and cohesive work—the book that reveals how The Obstacle Is the Way gave us courage, Ego Is the Enemy gave us humility, and The Daily Stoic gave us the daily practice to integrate it all. Wisdom Takes Work shows us why we needed those lessons in the first place: because wisdom, the crown jewel of the virtues, requires all of them.
For anyone embarking on or continuing a Stoic journey, Ryan Holiday's books aren't just recommended reading—they're required. Wisdom Takes Work reminds us that the pursuit of wisdom is lifelong, challenging, and ultimately, the most worthwhile work we can undertake. As I've learned through years of study and re-reading, there's always something new to uncover, always another layer of understanding to reach. That's not a limitation of the philosophy—it's the entire point.
This review is based on an advanced reader copy provided by NetGalley. Wisdom Takes Work was published October 21, 2025.
3.5 stars. This is the final book in the stoic virtue series that each highlighted one of the four cardinal virtues: courage, temperance, justice, and wisdom. All of the books follow a similar pattern of describing historical examples of the virtue and then presenting a series of actions to help develop it. The chapters are short, focused, and numerous so it can be easy to get overwhelmed by all the recommended actions (best to just choose a handful of favorites to focus on). My handful might include: interact with your books/be an active reader (ponder passages, question assertions, extract information); be curious and get good at asking questions; and write to record insights and increase understanding. The simplified message is: learn, apply, repeat. As with his other books, I tend to finish the book thinking it was just ok, then when read back over my notes I realize I got a lot more out of it than I previously thought.
Notes:
Part 1-The Agoge - Your training ground -Montaigne French nobleman “I reserve judgment” -“Those who refuse to pick sides make twice as many enemies”
1-Talk to the Dead Truma -Read more - imagine being able to talk to the wisest people who ever lived and not doing it -“There are many paths to wisdom, but nearly every one of them runs through books”
2-Be Curious (and stay curious) The Wright Brothers -What are you figuring out?
3-Ask a question Richard Feinman -Did you ask a good question today? -A person becomes smart only by asking questions -Get good at asking questions
4-Focus, focus, focus 5-Learn to Listen -Talk less, listen more
6-Create a second brain -Write insights, experiences -Write down everything interesting you find
7-Find your classroom -Many environments for learning and growth
8-Find your teacher 9-Become an apprentice 10-Join a scene -Surround yourself with people that stretch and expand your world -Find your community 11-Study the Past 12-Hit the road -Become an explorer -Experience other countries and cultures -See your country as a tourist 13-Acquire experience -Observe, meet new people, try new things
Part 2-The Sirens - The Perilous Rocks You Must Beware -Elon Musk
1-Empty the Cup 2-Write to think right 3-Assemble your board of directors 4-Don’t be a know-it-all 5-Watch your information diet 6-Think for yourself 7-Don’t break your brain 8-Change your mind 9-Don’t be a snowflake 10-Seek criticism 11-Make mistakes (and correct them) 12-Go deep 13-Don’t fall for it 14-Understand people
Part 3-The Apotheosis - Touching the Divine Lincoln
1-Practice empathy 2-Be humble 3-Always stay a student 4-Be a teacher 5-Embrace the mystery 6-Be self-aware 7-Free Yourself 8-Be happy 9-Suffer into truth 10-Laugh 11-Don’t lose the wonder 12-Grasp the essence 13-Pass the final test
Introduction -“Wisdom is the byproduct of doing the right thing, in the right way, at the right time, not just once but consistently over the course of a life. It is the result of a method and yet it is never actually possessed.” -“That’s because it is the method, not a ground-breaking one either, but the same practices, the same questions people have posed and actions they have taken since they started roaming the earth. It's mentors and apprenticeships. It's studying history. It's reading, so much reading. It's seeking out experiences. It's delving, discovering, disassembling, discussing, debating, and demanding answers. It’s focus and observation. It's avoiding error and learning from mistakes. It's self-evaluation. It's questioning our assumptions. It's remaining a student no matter how old or accomplished we are. The methods might be simple, but committing to them for a lifetime?”
Part 1: The Agoge (Your Training Ground) -“The most important decision a person makes in their life is to become a student and to remain one not just in school or in their profession, but for life.”
Talk to the dead -“Too many people are not taught how to read, how to actually extract something usable from the books available to us. Nor are they empowered as readers to quit books that suck, to disagree with a book, or dive into the rabbit hole of knowledge to master a topic. Because reading is a conversation, great readers are not passive. They put books through the ringer. They put the author on trial. They ask questions. They talk back. And they don't just read occasionally, but constantly, devouring fiction and nonfiction alike, philosophy and history, memoir and biography. Poetry and prose.”
-“Like Montagne, whose beloved copy of Lucretius survives with all his notes, founding father John Adams was a lifelong producer of what is called marginalia. The pages of his book show that he was not a passive reader, nor was he easily convinced of anything. “Fool, fool,” he would write, “nonsense.” And when he liked something he'd note his agreement, sometimes giving an author a well-earned ‘excellent.’ In a book on the French Revolution, John Adams wrote something like 12,000 words of notes and comments. Reading might be a shortcut, but it is still a lot of work. Work that is worth it.”
-“You must read. Read something new. Read something old. Read something you've already read. Read a few pages of this one or that one. Linger when a passage strikes you. Read something critical. Read something beautiful. Read something dark. Read something you disagree with. Reflect. Read more. Repeat. Talk to the dead until you die.”
As an avid follower of Ryan Holiday’s work, I look forward to his daily emails and make a habit of reading a page from The Daily Stoic every day. His writing is consistently insightful and thought-provoking. Had Ryan lived in the age of the ancient philosophers, among the likes of Epictetus and Marcus Aurelius, his name would likely stand beside theirs as one of the great contributors to Stoic philosophy. Ryan’s books have shaped the way I see the world. They’ve helped me grow as a person, a parent, and a leader. I particularly appreciate how he uses historical figures to illustrate timeless lessons, weaving their stories seamlessly into reflections on virtue and human nature. Wisdom Takes Work is a strong addition to his Virtue Series, offering thoughtful perspectives on the effort required to both attain and maintain wisdom. However, I did find one part of the book that missed the mark for me. While I deeply respect Ryan and his work, this section could benefit from some criticism. The chapter centers heavily on Elon Musk and reads more like an impassioned blog post than a Stoic reflection. Though I don’t necessarily disagree with Ryan’s assessments, nor do I defend Musk's actions, the tone feels unusually angry and veers too far into political territory. The recurring jabs at Musk throughout the book began to feel excessive and, at times, speculative. I struggled to see how the critique aligned with the broader theme of wisdom, beyond presenting Musk as an example of folly. Given Musk’s continued success, he seems a complicated choice as a cautionary tale of unwise living. Part of what draws me to Ryan’s writing is that it usually provides a refuge from the noise of politics and social media outrage. I turn to his work for personal growth, insight, and calm, not for commentary on modern political figures. The Musk chapter disrupted that balance and, for me, detracted from the otherwise timeless nature of his message. Moreover, it felt inconsistent that Musk was portrayed so harshly, while historical figures like President Lyndon B. Johnson were treated more leniently. Johnson, for all his accomplishments, was also known for serious personal misconduct that would likely have ended his career in today’s world (exposing himself to women, multiple extramarital affairs, lewd comments, harsh public treatment of his wife). Both men are complex and flawed individuals, brilliant yet morally imperfect. There are several individuals in the book who he illustrates their great deeds and positive attributes, but ignores their equally egregious personal lives. Highlighting that complexity equally might have provided a more balanced perspective. There is a chapter on self-awareness. As I read the chapter, I was astounded by the hypocrisy and his own lack of self-awareness, as he was allowing his anger to control his writing and using his books, which have a noble cause, as an opportunity to take continued pot shots at figures with whom he disagrees politically. While I love political discourse, free speech is the heart of our nation, I did not expect this level of vitriol from someone who has been so professional in his past writings. It seems Ryan forgot some key Stoic tenets of allowing himself to be harmed by others and understanding what he can and cannot control. He can't control Musk or Trump, and writing angrily about them may be cathartic for him, but it would be better received in a personal blog. Despite these criticisms (a chapter on taking criticisms is actually in the book), Wisdom Takes Work remains an engaging and insightful read. Ryan’s gift for distilling historical wisdom into practical lessons continues to inspire, and the book offers many valuable reflections on the discipline required to live with virtue and purpose.