94 books like Theodore Roosevelt on Leadership

By James M. Strock,

Here are 94 books that Theodore Roosevelt on Leadership fans have personally recommended if you like Theodore Roosevelt on Leadership. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Crowded Hour: Theodore Roosevelt, the Rough Riders, and the Dawn of the American Century

David Tindell Author Of The Heights of Valor

From my list on most charismatic President in U.S. History.

Why am I passionate about this?

I’ve been fascinated by our 26th president for a long time. Most of us would be content with being known for one or two good things in our lifetime; TR was many things, and his work still impacts us over a century after his death. I wondered, who was this guy? He is relatively short, stocky, near-sighted, and not your typical action hero, yet he accomplished so much in a life that barely got through 60 years. I found so much more than I expected, and you will, too. Roll up your sleeves, get in the arena with TR, and, as he often said, “Get action!”

David's book list on most charismatic President in U.S. History

David Tindell Why did David love this book?

Many books have been written about TR’s time in the Rough Riders, including his 1899 version (I have an original), but Risen’s is perhaps the best. He provides context by delving into the Spanish occupation of Cuba and why it motivated so many young Americans to take up arms to free its people.

Foremost among them was 39-year-old Theodore Roosevelt, a family man with a safe government job willing to risk it all in combat. They had only three weeks of training before shipping out, and their logistical support was nightmarish. They didn’t even have enough food while on the march to San Juan Heights, and mosquitoes felled as many men as Spanish bullets, yet TR and the Rough Riders charged into history. I felt as if I was charging right along with them.

By Clay Risen,

Why should I read it?

1 author picked The Crowded Hour as one of their favorite books, and they share why you should read it.

What is this book about?

The “gripping” (The Washington Post) story of the most famous regiment in American history: the Rough Riders, a motley group of soldiers led by Theodore Roosevelt, whose daring exploits marked the beginning of American imperialism in the 20th century.

When America declared war on Spain in 1898, the US Army had just 26,000 men, spread around the country—hardly an army at all. In desperation, the Rough Riders were born. A unique group of volunteers, ranging from Ivy League athletes to Arizona cowboys and led by Theodore Roosevelt, they helped secure victory in Cuba in a series of gripping, bloody fights…


Book cover of Mornings on Horseback: The Story of an Extraordinary Family, a Vanished Way of Life and the Unique Child Who Became Theodore Roosevelt

Michael Hoffen Author Of Be a Scribe!: Working for a Better Life in Ancient Egypt

From my list on amazing history for readers young and old.

Why am I passionate about this?

My love of history began at a young age, when I first read The Usborne Encyclopedia of World History, one of the books featured below. Reading that book, I felt a deep appreciation for the past that has lasted ever since. When I visited the Temple of Dendur at the Met Museum, I felt mesmerized by the mysterious symbols covering its walls, sparking a fascination with ancient Egypt.

Michael's book list on amazing history for readers young and old

Michael Hoffen Why did Michael love this book?

David McCullough is one of my favorite authors of history, and Mornings on Horseback is, in my opinion, one of his best works.

McCullough introduces us to the young Theodore Roosevelt, from early childhood to early adulthood. Born to a Southern mother and a father who would later contribute heavily to the Union cause, he grew up in a mansion in New York City but spent considerable time ranching in the Badlands of North Dakota.

Teddy Roosevelt was a fascinating man with contradictions and character, the perfect subject for a masterful biography.

By David McCullough,

Why should I read it?

4 authors picked Mornings on Horseback as one of their favorite books, and they share why you should read it.

What is this book about?

The National Book Award–winning biography that tells the story of how young Teddy Roosevelt transformed himself from a sickly boy into the vigorous man who would become a war hero and ultimately president of the United States, told by master historian David McCullough.

Mornings on Horseback is the brilliant biography of the young Theodore Roosevelt. Hailed as “a masterpiece” (John A. Gable, Newsday), it is the winner of the Los Angeles Times 1981 Book Prize for Biography and the National Book Award for Biography. Written by David McCullough, the author of Truman, this is the story of a remarkable little…


Book cover of Theodore Rex

David Tindell Author Of The Heights of Valor

From my list on most charismatic President in U.S. History.

Why am I passionate about this?

I’ve been fascinated by our 26th president for a long time. Most of us would be content with being known for one or two good things in our lifetime; TR was many things, and his work still impacts us over a century after his death. I wondered, who was this guy? He is relatively short, stocky, near-sighted, and not your typical action hero, yet he accomplished so much in a life that barely got through 60 years. I found so much more than I expected, and you will, too. Roll up your sleeves, get in the arena with TR, and, as he often said, “Get action!”

David's book list on most charismatic President in U.S. History

David Tindell Why did David love this book?

The middle book of Morris’ definitive biography of Roosevelt (following The Rise of Theodore Roosevelt and preceding Colonel Roosevelt) brought me into the White House along with 42-year-old TR as he was thrust into the presidency after William McKinley’s assassination in 1901.

Thus begins an administration like nothing the country had ever seen or likely will ever see again. Morris takes what could be simply a dry accounting of Roosevelt’s accomplishments—and failures—in office and makes them into a story that’s almost like a novel. If you’ve ever wondered why Roosevelt is on Mount Rushmore, this book will tell you why.

Over a century later, his accomplishments still greatly impact American life, and not just in the area of conservation, for which he is perhaps most remembered. Way ahead of his time on things like civil rights and women’s suffrage, TR was not afraid to take on the entrenched political…

By Edmund Morris,

Why should I read it?

2 authors picked Theodore Rex as one of their favorite books, and they share why you should read it.

What is this book about?

NEW YORK TIMES BESTSELLER • “A shining portrait of a presciently modern political genius maneuvering in a gilded age of wealth, optimism, excess and American global ascension.”—San Francisco Chronicle

WINNER OF THE LOS ANGELES TIMES BOOK PRIZE FOR BIOGRAPHY • “[Theodore Rex] is one of the great histories of the American presidency, worthy of being on a shelf alongside Henry Adams’s volumes on Jefferson and Madison.”—Times Literary Supplement

Theodore Rex is the story—never fully told before—of Theodore Roosevelt’s two world-changing terms as President of the United States. A hundred years before the catastrophe of September 11, 2001, “TR” succeeded to…


Book cover of In Trace of TR: A Montana Hunter's Journey

David Tindell Author Of The Heights of Valor

From my list on most charismatic President in U.S. History.

Why am I passionate about this?

I’ve been fascinated by our 26th president for a long time. Most of us would be content with being known for one or two good things in our lifetime; TR was many things, and his work still impacts us over a century after his death. I wondered, who was this guy? He is relatively short, stocky, near-sighted, and not your typical action hero, yet he accomplished so much in a life that barely got through 60 years. I found so much more than I expected, and you will, too. Roll up your sleeves, get in the arena with TR, and, as he often said, “Get action!”

David's book list on most charismatic President in U.S. History

David Tindell Why did David love this book?

I picked up this book while doing my “trace of TR” trip out West with my brother in 2011. We rode through the Badlands on horseback and saw the site of Roosevelt’s Elkhorn Ranch, even the bar in Wibaux, where he knocked out a bully with a one-two combination.

Aadland, a Montana rancher, and TR aficionado decided to follow the paths of Roosevelt’s ranching days and hunting expeditions on foot and horseback, the way Roosevelt did himself in the 1880s. TR often credited his time in the Badlands for making him into the man who became a president.

What is there about this land that has such an impact? Having ridden there myself, I can understand a little, but Aadland’s experience as a modern rancher lends a context that really helps us understand this vital period of Roosevelt’s life.

By Dan Aadland,

Why should I read it?

1 author picked In Trace of TR as one of their favorite books, and they share why you should read it.

What is this book about?

As a student of American history, as a hunter, horseman, and former Marine, and as someone passionate about the West, Dan Aadland had long felt a kinship with Theodore Roosevelt. One day, on a single-footing horse, lever-action rifle under his knee, Aadland set out to become acquainted with TR as only those who shared his experiences could. In Trace of TR documents that quest, inviting readers to ride along and get to know Theodore Roosevelt through the western environment that so profoundly influenced him.

Accompany Aadland as he rides the broad prairies in search of TR's "prongbuck," tracks elk through…


Book cover of John Frank Stevens: Civil Engineer

Andrew R. Thomas Author Of The Canal of Panama and Globalization: Growth and Challenges in the 21st Century

From my list on the Panama Canal and the Panama Railroad.

Why am I passionate about this?

My twenty-five books have explored topics around global trade, transportation networks, security, and development. Prior to becoming a writer, I had a moderately successful global business career; that came with the opportunity to travel to and conduct business in more than 120 countries on all seven continents. Being American (by birth) and Panamanian (by marriage), the role of Panama and both the Canal and the Railroad in the history of the world always fascinated me. My most recent book on the present and future of the Canal and Panama has been the fulfillment of much passion and interest over many years.

Andrew's book list on the Panama Canal and the Panama Railroad

Andrew R. Thomas Why did Andrew love this book?

Larger-than-life personalities have dominated much of the story of the Canal since it was envisioned.

Spain’s Charles V, the most powerful monarch ever to reign, believed a Canal would be the source of inestimable wealth and power. Ferdinand de Lesseps, the conquistador of Suez, and arguably the biggest celebrity of his time, tried his hand in Panama to connect the Seas. Theodore Roosevelt bet his presidency on succeeding where others had failed.

Still, it was John Frank Stevens, one of America’s greatest civil engineers, who is singularly most responsible for overcoming the obstacles that nature put in the way to build the Canal. Firm, unassuming, and incredibly determined, Stevens embodied America’s rise from the end of the Civil War to victory in World War 2.

Stevens lived at the forefront of the nation’s rise to a superpower, most particularly when he saved the Canal project from complete failure.

By Clifford Foust,

Why should I read it?

1 author picked John Frank Stevens as one of their favorite books, and they share why you should read it.

What is this book about?

One of America's foremost civil engineers of the past 150 years, John Frank Stevens was a railway reconnaissance and location engineer whose reputation was made on the Canadian Pacific and Great Northern lines. Self-taught and driven by a bulldog tenacity of purpose, he was hired by Theodore Roosevelt as chief engineer of the Panama Canal, creating a technical achievement far ahead of its time. Stevens also served for more than five years as the head of the US Advisory Commission of Railway Experts to Russia and as a consultant who contributed to many engineering feats, including the control of the…


Book cover of Theodore Roosevelt: A Strenuous Life

Clay Risen Author Of The Crowded Hour: Theodore Roosevelt, the Rough Riders, and the Dawn of the American Century

From my list on the life and times of Theodore Roosevelt.

Why am I passionate about this?

Clay Risen has been a reporter and senior editor at The New York Times for 11 years. He is the author of three widely respected books on American history, most recently The Crowded Hour: Theodore Roosevelt, the Rough Riders, and the Dawn of the American Century, which was a Times Notable Book for 2019 and a finalist for the Gilder-Lehrman Prize for Military History.

Clay's book list on the life and times of Theodore Roosevelt

Clay Risen Why did Clay love this book?

This is easily the best single-volume account of Roosevelt’s life. Dalton writes with an understated verve and an attention to detail that will pull along even biography-averse readers. While Morris’s trilogy is still the definitive account, Dalton’s is more persuasive, as she is more willing to cast a skeptical eye on Roosevelt’s excesses and shortcomings.

By Kathleen Dalton,

Why should I read it?

1 author picked Theodore Roosevelt as one of their favorite books, and they share why you should read it.

What is this book about?

He inherited a sense of entitlement (and obligation) from his family, yet eventually came to see his own class as suspect. He was famously militaristic, yet brokered peace between Russia and Japan. He started out an archconservative, yet came to champion progressive causes. These contradictions are not evidence of vacillating weakness: instead, they were the product of a restless mind bend on a continuous quest for self-improvement.

In Theodore Roosevelt, historian Kathleen Dalton reveals a man with a personal and intellectual depth rarely seen in our public figures. She shows how Roosevelt’s struggle to overcome his frailties as a child…


Book cover of The Rise of Theodore Roosevelt

Jere Van Dyk Author Of Captive: My Time as a Prisoner of the Taliban

From my list on courage, camaraderie, and survival in the face of danger.

Why am I passionate about this?

I grew up in Washington State. My father and my uncles fought in WWII; one was captured in Africa, and one was the first to fly over the Himalayas. My father wanted me to be a missionary, but I was drawn to the world. I became a runner and loved the camaraderie in track and field, but I was uncomfortable in college and didn't like my coach. I wanted to go far away. I began my career as an aide in the U.S. Senate but left and became a journalist in Afghanistan. Each of these books is a story of courage, camaraderie, and survival. I hope you enjoy them.

Jere's book list on courage, camaraderie, and survival in the face of danger

Jere Van Dyk Why did Jere love this book?

I loved learning that Theodore Roosevelt was the most beloved man in America when he was president. Is there any politician in recent memory we would call beloved?

I liked how he, as a young man, after losing his wife and his mother to illness on the same day, persevered. I liked that he, an aristocrat, went out West to be a man, where he stood his ground and punched a man in a bar, pursued and brought two outlaws to justice, and that as a politician, he kept speaking to a crowd after being shot by a gunman.

I didn't like that he all but started the Spanish-American war, but I liked that he rode with his back straight through gunfire in Cuba. Then I learned that he was ashamed of his father, who bought his way out of the Civil War. That was why, I thought, he had…

By Edmund Morris,

Why should I read it?

4 authors picked The Rise of Theodore Roosevelt as one of their favorite books, and they share why you should read it.

What is this book about?

WINNER OF THE PULITZER PRIZE AND THE NATIONAL BOOK AWARD • Selected by the Modern Library as one of the 100 best nonfiction books of all time

“A towering biography . . . a brilliant chronicle.”—Time

This classic biography is the story of seven men—a naturalist, a writer, a lover, a hunter, a ranchman, a soldier, and a politician—who merged at age forty-two to become the youngest President in history.

The Rise of Theodore Roosevelt begins at the apex of his international prestige. That was on New Year’s Day, 1907, when TR, who had just won the Nobel Peace Prize,…


Book cover of Power and Responsibility: The Life and Times of Theodore Roosevelt

Laurence Jurdem Author Of The Rough Rider and the Professor: Theodore Roosevelt, Henry Cabot Lodge, and the Friendship That Changed American History

From my list on the lives of Theodore Roosevelt and Henry Cabot Lodge.

Why am I passionate about this?

I am a historian who focuses on the political history of the United States during the 20th century. My particular interest focuses on the history of the Republican Party & the American presidency. I am curious about how individuals acquire political power and their use of it. I was drawn to write a book about the friendship between Roosevelt and Lodge because of my fascination with the friendship among Eastern elites and how Lodge served as a mentor to Roosevelt in helping him achieve prominence in United States politics. Despite the many books on T.R. no one has ever written a narrative about his relationship with Lodge. 

Laurence's book list on the lives of Theodore Roosevelt and Henry Cabot Lodge

Laurence Jurdem Why did Laurence love this book?

Despite being written in 1961, Harbaugh’s work remains the best one-volume biography of Theodore Roosevelt.

I found the book extremely thorough and even handed. I also believe it is a great work to introduce those who have not read a book about Theodore Roosevelt before. Harbaugh, who taught at the University of Virginia for many years, explains the complex issues Roosevelt confronted with great clarity making this survey about the Rough Rider a great choice for anyone who is interested in learning about one of the most fascinating figures the United States has ever produced. 

By William Henry Harbaugh,

Why should I read it?

1 author picked Power and Responsibility as one of their favorite books, and they share why you should read it.

What is this book about?

Letters and the memoirs of Roosevelt and his contemporaries provide an in-depth portrait of the man, his political career, and his presidency. Bibliogs


Book cover of Alice: Alice Roosevelt Longworth, from White House Princess to Washington Power Broker

Jason Emerson Author Of Giant in the Shadows: The Life of Robert T. Lincoln

From my list on presidential children.

Why am I passionate about this?

I'm an independent historian and journalist who has spent over 25 years studying Abraham Lincoln and his family. My fascination with the Great Emancipator began when I worked first as a student volunteer and then as a park ranger at the Lincoln Home National Historic Site in Springfield, Illinois. As I writer who has always loved history, I decided I should start writing about history. I've authored or edited eight books (seven on Lincoln and his family) as well as numerous articles. My big break came when I discovered a cache of Mary Lincoln’s missing letters, written during her time in a sanitarium in 1875, which had been missing for nearly 100 years.

Jason's book list on presidential children

Jason Emerson Why did Jason love this book?

Many people may know the legend of Alice Roosevelt as the headstrong daughter of Teddy Roosevelt who flouted social conventions in the 1920s and made a lasting mark on Washington, D.C. in later life, but few people have actually read her biography. And anyone interested in the history of the presidency and American politics should. Alice Roosevelt Longworth was more than just America’s most memorable first daughter. She was a legend in her own time, loved and feared by the most powerful men in the capital, the doyenne of D.C. for eighty years (and known for her famous quip, “If you haven’t got have anything nice to say, come sit by me”). Her story is utterly incredible, and in her book Alice, historian Cordery offers a page-turning, compelling portrait of one of the most influential women in 20th century American politics.

By Stacy A. Cordery,

Why should I read it?

1 author picked Alice as one of their favorite books, and they share why you should read it.

What is this book about?

An entertaining and eye-opening biography of America's most memorable first daughter

From the moment Teddy Roosevelt's outrageous and charming teenage daughter strode into the White House-carrying a snake and dangling a cigarette-the outspoken Alice began to put her imprint on the whole of the twentieth-century political scene. Her barbed tongue was as infamous as her scandalous personal life, but whenever she talked, powerful people listened, and she reigned for eight decades as the social doyenne in a town where socializing was state business. Historian Stacy Cordery's unprecedented access to personal papers and family archives enlivens and informs this richly entertaining…


Book cover of Theodore Roosevelt's Letters to His Children

Lukas Klessig Author Of Words with My Father: A Bipolar Journey Through Turbulent Times

From my list on famous (and dead) figures with bipolar disorder.

Why am I passionate about this?

I do not have bipolar disorder like my father did and other relatives do, but have dealt with OCD, anxiety, and depression off and on from age thirteen forward. Throughout my (and my father's) mental illness journey and in the course of writing WWMF, countless hours have succumbed to the duties of researching and exploring bipolar and other mental illnesses. I am not a medical expert but I do think my compass and intentions point true on bringing light to these realities of life. If you disagree with my selections, commentary, or something you find askance in WWMF, please tell me! We all learn from discussion and dialogue.

Lukas' book list on famous (and dead) figures with bipolar disorder

Lukas Klessig Why did Lukas love this book?

Whether one can detect TR's likely bipolar condition from the vast array of moods and messaging in these deeply personal and candid letters remains subjective.  

What comes through as undebatable, however, is the level of tenderness, vulnerability, playfulness, and sentiment that our 26th President (who proudly accepted his Bull Moose and Rough Rider monikers) reveals here.

Though a handful of the editor's selections seem too esoteric, the remainder holds special appeal to me because my father's "letters/apologies to (his) grandchildren" informed the core of my book.

By Theodore Roosevelt, Joseph Bucklin Bishop (editor),

Why should I read it?

1 author picked Theodore Roosevelt's Letters to His Children as one of their favorite books, and they share why you should read it.

What is this book about?

This collection of letters from the 26th President of the United States to his six children was an immediate bestseller when it was originally published in 1919, shortly after Roosevelt's death. Written between 1898 and 1911, the letters show Roosevelt as a devoted and encouraging father, with a sense of humor and a skilled sketching hand.


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Teddy Roosevelt 47 books