100 Books Like Becoming a More Thoughtful Leader

This book made me laugh out loud more than once. I relate to Brooks’ story completely—like him, I built a career not by being the absolute best at anything but through sheer effort, stubborn grit, and the simple fact that I was the last man standing. But then age enters the equation. Suddenly, I couldn’t outwork or outrun people anymore—at least not as many. My old strategy no longer worked.

Brooks tells this same story with humor and insight, then takes you on a journey to discover how to compete differently in the second half—or last third—of your career (depending on when you pick up this book!). He makes a compelling case that life is, in fact, kind of fair: when you lose one thing, you gain something else. And in this case, you gain wisdom.

What struck me most is how undervalued wisdom is in the workplace. Anyone who… show more.

Full disclosure: I work with Luke Burgis at the university. But it was him—and this book—that introduced me to René Girard, and my world has never been the same. It unpacks Girard’s concept of mimetic desire in a way that is both deeply insightful and immediately practical. It explains so much about human behavior—my own included—both inside and outside of business.

What struck me most is the weight of responsibility this places on business leaders. Desire is not neutral; it can be cultivated in ways that either elevate human dignity or exploit it. Burgis makes a compelling case that when leaders engage with the desires of their employees and customers responsibly, the result isn’t just business success—it’s human excellence and lasting happiness.

Beyond the ideas, it is simply a beautifully written book. I’ve had the privilege of seeing Luke’s storytelling ability in the classroom and as a friend, but he… show more.

I don’t think I’ve ever read a better book on management than this one. Charles Koch is, of course, no ordinary business leader—his results speak for themselves. Building one of the largest private companies in the world requires not just strategic brilliance but a deep understanding of human nature, incentives, and organizational design.

What sets Koch’s approach apart is his profound respect for human excellence. His Market-Based Management (MBM) system is one of the most person-centered frameworks I’ve encountered. Unlike the rigid structures of traditional corporate hierarchies, Koch embraces dynamic, self-organizing teams. There are no job descriptions or top-down mandates—teams select their own members and redefine roles based on each individual’s strengths, experiences, and comparative advantages. It’s simple, obvious in hindsight, yet uncommon and revolutionary in practice.

His philosophy aligns closely with my own conviction that true value creation is rooted in empowering individuals to operate at their highest… show more.

Prolonged planning has killed more startups than actual failure ever could. Planning allows us to pre-judge our own ideas in a vacuum, fuels our fear of failure, and delays action until it’s too late. That’s why I love the ideas in this book—it removes those barriers and gives aspiring entrepreneurs a simple, actionable framework for moving from idea to execution quickly.

I teach entrepreneurship, and one of the biggest challenges I see isn’t a lack of ideas—it’s the lack of action. Some hesitate because they don’t know where to start, others because they fear stepping into the real world, and still others because there’s no pressure pushing them forward. Guillebeau’s book tackles all of these challenges head-on. He offers a straightforward, effective blueprint for turning an idea into a business through an ideate-launch-iterate process. It’s practical, fast, and most importantly, it gets you in front of real, paying customers—something… show more.

St. John Paul II was a prolific author in his own right. I would be remiss if I didn't add one of JP2's books to the list... or two. JP2 wrote many encyclicals as pope, not to mention thousands of homilies. I poured over these to write my own book and collected his insights into Jesus Christ's life.

John Paul II witnessed firsthand the horrors of the 20th century. He barely survived the mechanized evil of Nazism and the work camps of Soviet Communism. Communism created in Pope John Paul the seeds of its own destruction. Crossing the Threshold of Hope is one of the more autobiographical of JP2's writings. He gives his own passionate witness about the existence of God, the dignity of man, and about the purpose of pain and suffering. He talks about evil, eternal life, salvation, and, perhaps most of all, hope. 

Pope John Paul died when I was just on the cusp of manhood. Sadly, I never really understood who he was until he was already gone. He and Mother Teresa were the faces of Catholicism to me growing up. This book taught me, not just about his life, but the proper perspective on the last several hundred years of human history. While expansive, it is also deeply personal. This is a book I regularly consult for inspiration on leadership, fatherhood, virtue, and all these in the face of overwhelming odds.  

This is the most authoritative, expansive, and beautiful of the biographies of Pope St. John Paul II. Here is the story of the priest from Krakow who brought down Soviet Communism. George Weigel was personally chosen by His Holiness for this task, and it was an excellent choice.      

Peggy Noonan's biography of Pope John Paul is as much a memoir of Noonan, herself, and how she was shaped by the pope. Her portrait of John Paul II recounts his struggles against Nazism and communism and his work for freedom. 

One part that has always stuck with me—Noonan also describes her love of the Rosary. Pope John Paul helped foster this love of the Rosary in her. Noonan said of the Rosary, that saying it puts her whole day on the right trajectory. If she would just start the day with the Rosary, all her thoughts, words, and deeds would subtly shift, come together, and follow the path laid out for her by God. Days without the Rosary were more chaotic and jumbled.    

Domber details how Americans aided and supported the Polish trade union movement Solidarity in the 1980s and the ways U.S. assistance was effective in aiding Poland’s democratic transition. Importantly, in Domber’s account, it was the Polish opposition, leading by moral example, who became heroes to Americans inside and outside the government, and American officials in Washington and Warsaw who looked to Solidarity for guidance on U.S. policy rather than the reverse.

This was the first Anthony Doerr book I read—the literary equivalent of eating dessert first. I’ve since savored his novels, but this irresistible feast of delicious morsels of Italian life lingers in my mind. Doerr doesn’t show you Rome. He invites you to live in it with him—during his sleepless nights, in the company of his twin babies, as a beloved Pope lies dying and the seasons bring new enchantments. 

I can’t say whether I love this book more for the writing or for its tender portrait of Rome. Read it for the double pleasures of exquisitely crafted vignettes and a virtual visit to a city that eternally surprises and seduces visitors.  

St. John Paul II was also a brilliant philosopher and theologian. Here is his answer to errors of our modern age. Here is his antidote to the deconstruction and disintegration of the family, marriage, manhood, womanhood, and even sex, itself. I would list it higher, but it's not precisely about his life—though it is his greatest life's work. Like the falling of small stones that start an avalanche, this book is slowly restoring the world.