28 books like The Captain Class

By Sam Walker,

Here are 28 books that The Captain Class fans have personally recommended if you like The Captain Class. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of My Life in Leadership: The Journey and Lessons Learned Along the Way

Sarah McArthur Author Of The AMA Handbook of Leadership

From my list on working together towards a bright future.

Why am I passionate about this?

I’m a lifelong student of philosophy, leadership, and principled living. Having worked with great leaders of today and being an editor-in-chief of a leadership journal (Leader to Leader), I experience how their leadership continues the principles set forth in days long past, and I publish works by authors who are keeping these principles alive in their writing. I am grateful for the opportunity to recommend books that might help others as we grapple with how to be in the world today to create value for all.

Sarah's book list on working together towards a bright future

Sarah McArthur Why did Sarah love this book?

There are many of us who believe Frances Hesselbein was one of the greatest leaders of our time, including myself, Peter F. Drucker, Alan Mulally, Marshall Goldsmith, and millions more.

A leader whose focus was on humility, love, and service, Frances spent her entire 107 years serving humanity in the area of leadership. She showed us by example that who we are will have everything to do with our performance and results. For instance, if we have respect for all people, our goals will include everyone in the results.

This book is essential for anyone learning about this great leader because it is in her words, what she believed to be important to who we are and how we lead.

By Frances Hesselbein,

Why should I read it?

2 authors picked My Life in Leadership as one of their favorite books, and they share why you should read it.

What is this book about?

In a clear and compelling voice, Frances Hesselbein delivers key leadership lessons. Tracing her own development as a leader, she narrates the critical moments that shaped her personally and professionally: from her childhood in Pennsylvania, to moving up from Girl Scout troop leader to Girl Scout CEO, to founding and leading the Leader to Leader Institute, to her friendships and experiences with some of the greatest leaders and thinkers of our time. Each chapter includes an inspirational story, a key lesson and how to apply it to daily life.


Book cover of The Heart of Business: Leadership Principles for the Next Era of Capitalism

Dan Hill Author Of Two Cheers for Democracy: How Emotions Drive Leadership Style

From my list on the heart of leaders when democracy is at risk.

Why am I passionate about this?

My family moved to Italy when I was six, and I attended Italian first grade in a fishing village where I had to rely on reading body language as I didn’t grasp the language for a bit. Fortunately for me, Italians have lots of body language to read so I could navigate the inevitable cliques and power dynamics evident even at the elementary school level. From that experience to being taken to view the Dachau concentration camp a year later, I’ve always been sensitive to how “the other” gets treated—often unfairly—and the role leaders can play for good or evil.

Dan's book list on the heart of leaders when democracy is at risk

Dan Hill Why did Dan love this book?

Emotions and emotional intelligence (EQ) aren’t taught in business school, and are rarely evident in abundance in the corner offices of CEOs. And yet here’s one ready to admit to the errors of his earlier ways, and to have adjusted his leadership style at Best Buy accordingly. If it can happen in business, why not in politics, too, perhaps saving us from leaders who lack empathy.

By Hubert Joly,

Why should I read it?

3 authors picked The Heart of Business as one of their favorite books, and they share why you should read it.

What is this book about?

A Wall Street Journal Bestseller

Named a Financial Times top title

How to unleash "human magic" and achieve improbable results.

Hubert Joly, former CEO of Best Buy and orchestrator of the retailer's spectacular turnaround, unveils his personal playbook for achieving extraordinary outcomes by putting people and purpose at the heart of business.

Back in 2012, "Everyone thought we were going to die," says Joly. Eight years later, Best Buy was transformed as Joly and his team rebuilt the company into one of the nation's favorite employers, vastly increased customer satisfaction, and dramatically grew Best Buy's stock price. Joly and his…


Book cover of Breaking Ice and Breaking Glass: Leading in Uncharted Waters

Sally Helgesen Author Of How Women Rise: Break the 12 Habits Holding You Back from Your Next Raise, Promotion, or Job

From my list on actually being a leader.

Why am I passionate about this?

I have spent the last 32 years of my life working with women leaders and aspiring women leaders all over the world and helping organizations to create more inclusive cultures. As a result, I’ve been exposed to extraordinary leaders and to terrible leaders and have seen up close the impact they have on people’s lives. This has inspired me to write 7 books and thousands of articles exploring different aspects of the leader’s journey and to deliver leadership workshops in 32 countries. What do I love? Sharing the stories that inspire me.

Sally's book list on actually being a leader

Sally Helgesen Why did Sally love this book?

Vice Admiral Stosz’s extraordinary career as a US Coast Guard leader culminated in her being the first (and so far only) woman to head a major service academy. I came away from her memoir hugely inspired by her honesty and courage. I also loved her vivid descriptions of long stints on the icebreakers that ply Arctic and Antarctic waters in order to prepare the way for scientific teams, often as the only woman. Her grace and goodwill in those adventure-filled situations come shining through– and sea narratives by women are very rare.

By Vice Admiral Sandra Stosz,

Why should I read it?

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

What is this book about?

"A prime resource for any leader's library."

-James Mattis, General, US Marines (ret), and 26th Secretary of Defense


Today, our nation is like a ship being tossed in tumultuous seas. The winds and waves of change have divided and distanced our society, threatening to wash away the very principles our nation was founded upon. Now more than ever, our nation needs leaders with the moral courage to stand strong and steady-leaders capable of uniting people in support of a shared purpose by building the trust and respect necessary for organizations and their people to thrive.

In Breaking Ice and Breaking…


Book cover of True North: A Memoir

Sally Helgesen Author Of How Women Rise: Break the 12 Habits Holding You Back from Your Next Raise, Promotion, or Job

From my list on actually being a leader.

Why am I passionate about this?

I have spent the last 32 years of my life working with women leaders and aspiring women leaders all over the world and helping organizations to create more inclusive cultures. As a result, I’ve been exposed to extraordinary leaders and to terrible leaders and have seen up close the impact they have on people’s lives. This has inspired me to write 7 books and thousands of articles exploring different aspects of the leader’s journey and to deliver leadership workshops in 32 countries. What do I love? Sharing the stories that inspire me.

Sally's book list on actually being a leader

Sally Helgesen Why did Sally love this book?

Conway’s journey from a childhood spent on a remote Australian sheep ranch to the first female president of Smith College is remarkable and searingly honest written memoir is more than a chronicle of success. With humor and insight, Conway renders the loneliness of being the only woman in the room, the costs (in her case, early struggles with depression and substance abuse), and the sources of support and resilience that kept her going. So many leadership books identify desirable leadership traits without describing the actual experiences that go into developing as a leader. This beautifully written book vividly shows what leading looks and feels like.

By Jill Ker Conway,

Why should I read it?

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

What is this book about?

Conway's The Road from Coorain presents a vivid memoir of coming of age in Australia. In 1960, however, she had reached the limits of that provincial--and irredeemably sexist--society and set off for America. True North--the testament of an extraordinary woman living in an extraordinary time--te lls the profound story of the challenges that confronted Conway, as she sought to establish her public self.


Book cover of Second Wind: The Memoirs of an Opinionated Man

Michael D'Orso Author Of Eagle Blue: A Team, a Tribe, and a High School Basketball Season in Arctic Alaska

From my list on capturing the cultural aspects of basketball.

Why am I passionate about this?

I’m a narrative nonfiction writer whose subjects range from politics to professional football, from racial conflict to environmental destruction, from inner-city public education to social justice to spinal cord injury. The settings for my books range from the Galapagos Islands to the swamps of rural Florida, to Arctic Alaska. I typically live with and among my subjects for months at a time, portraying their lives in an intimately personal way.

Michael's book list on capturing the cultural aspects of basketball

Michael D'Orso Why did Michael love this book?

In this thoughtful, philosophical autobiography, the winningest player in NBA history uses his storied career with the Boston Celtics as a cogent window into the broken promises—mostly racial—of the American Dream. Co-written with historian Taylor Branch, whose trilogy on the life of Martin Luther King, Jr., won the Pulitzer Prize, Russell, who has devoted as much of his life to activism in the cause of social justice as to the game of basketball, shares the life lessons he has learned on the court, from his schoolboy days in Louisiana to his All-American stint at the University of Seattle, to his record-setting career with the Celtics, where he won an astounding eleven championship rings in thirteen years. This book was published in 1979, but its insights are as relevant and penetrating today as they were then.

By William F. Russell,

Why should I read it?

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

What is this book about?

The perceptive, controversial, and idiosyncratic basketball star recounts the decisive events of his life and career, offers an inside look at professional basketball, and sounds off about freedom, race, marriage, religion, and American culture


Book cover of Go Up for Glory

Matthew A. Werner Author Of Season of Upsets: Farm boys, city kids, Hoosier basketball and the dawn of the 1950s

From my list on more than just sports books.

Why am I passionate about this?

I’m a storyteller and jack of all trades who grew up on a family farm in Indiana. I can operate a combine, analyze data, or edit a book. Writing about sports can create great stories, but the true beauty lies in the people and circumstances, not the stats and game highlights. Most of my works are nonfiction—personal interest, sports, history, and sports history. I enjoy unearthing untold stories, especially when they involve equal rights, underdogs, hidden history, and non-famous people. Everyone has a story to tell.

Matthew's book list on more than just sports books

Matthew A. Werner Why did Matthew love this book?

An 11-time NBA champion, Bill Russell revealed the insecurity of being a super tall, lanky, Black man that can’t avoid notice. He wrote honestly about racism and civil rights in America. He mentioned great Celtics players and described the NBA’s early days. His description of the physical demands of traveling and playing so many games made me realize his job was hard work. Read it just to find the passage where Russel describes—better than any writer ever has—that rare, amazing feeling you get when teammates are in sync, everything is clicking, and a team plays at its peak.

By Bill Russell, William Mcsweeny,

Why should I read it?

1 author picked Go Up for Glory as one of their favorite books, and they share why you should read it.

What is this book about?

Back in print for the first time in decades, Go Up for Glory is the classic 1968 basketball memoir by NBA legend Bill Russell, with a new foreword from the author.

From NBA legend Bill Russell, Go Up for Glory is a basketball memoir that transcends time. First published in 1965, this narrative traces Russell's childhood in segregated America and details the challenges he faced as a Black man, even when he was a celebrated NBA star. And while some progress has been made, this book serves as an urgent reminder of how far we still have to go in…


Book cover of Russell Rules: 11 Lessons on Leadership From the Twentieth Century's Greatest Winner

Ryan Buckley Author Of The Parallel Entrepreneur: How to start and run B2B businesses while keeping your day job

From my list on how to start a side hustle.

Why am I passionate about this?

I studied economics and environmental policy but landed in entrepreneurship. I wrote The Parallel Entrepreneur after I sold my first company and continued to work on Rbucks, my blog, after I joined the next company. Outside of work I volunteer frequently in my community. I’m an Associate Professor in the Business Department at Diablo Valley College, where I teach marketing and sit on the advisory boards for both the Business and Computer Science departments. I also lead the Diablo Valley Tech Initiative (DVTI), an economic development organization incubated at DVC. Related to DVTI, I run Lamorinda Entrepreneurs, a community group that promotes and supports local entrepreneurship. I have a Master’s in Public Policy from the Harvard Kennedy School and a MBA from the MIT Sloan School of Management.

Ryan's book list on how to start a side hustle

Ryan Buckley Why did Ryan love this book?

A great book about leadership and business. I pick it because it’s on the reading list suggested in The Art of Profitability. I learned that focus is important. Bill Russell was one of the greatest basketball players of all time because he worked harder and played smarter than everyone else. However, he also recognized that he doesn’t play every position. He needs to have a great team, one that adapts to the competition. He needs them all to play at his level and he was able to do that, winning the NBA Finals a record-breaking 11 seasons. One way to build a successful side hustle (or portfolio of side hustles) is to recruit a great team to help you.

By Bill Russell, David Falkner,

Why should I read it?

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

What is this book about?

Bill Russell epitomizes innovation, teamwork, and leadership. Now the winner of 11 championships as a player and coach of the Boston Celtics and five-time NBA Most Valuable Player reveals the 11 essential steps to attaining success in your professional and personal life.

In this invaluable book, Bill Russell shares the insights, memories, and most important, the essential “rules of success” that influenced him in every aspect of his life, from raising a daughter as a single father to becoming a successful coach and mentor to others. Filled with personal and professional stories of his days playing with Celtic greats Bob…


Book cover of Florence Adler Swims Forever

Elyssa Friedland Author Of The Most Likely Club

From my list on loads of nostalgia.

Why am I passionate about this?

I’m somebody that starts far too many sentences with the phrase “Remember when.” I have great sensory recollection of things from my past. As a high schooler in the 90s, I can still smell the CK One I was wearing during the Seinfeld finale and hear the Nirvana blaring through my 5-disc changer while I did my homework. I love using my writing to bring certain time periods back to life. I think because technology is moving so quickly – I struggle to understand TikTok – I like writing books and reading books that take me back to a time period that isn’t changing with status updates, new pictures, and Snaps every second. 

Elyssa's book list on loads of nostalgia

Elyssa Friedland Why did Elyssa love this book?

Tearjerker warning here. This book brought me back to 1930s Atlantic City. As a Jersey Girl, I’m always curious to read books about the place I grew up. I was especially interested in this book because it centered on a Jewish family, similar to my own. While the plot hinges on a tragedy, there are also hopeful moments and some well-placed humor. Not only was I wrapped up in the family drama, but I learned so much history about the Jersey Shore, a place that today barely resembles what author Rachel Beanland describes.   

By Rachel Beanland,

Why should I read it?

1 author picked Florence Adler Swims Forever as one of their favorite books, and they share why you should read it.

What is this book about?

"The perfect summer read" (USA TODAY) begins with a shocking tragedy that results in three generations of the Adler family grappling with heartbreak, romance, and the weight of family secrets across the course of one summer.

"Rachel Beanland is a writer of uncommon wit and wisdom, with a sharp and empathetic eye for character. She'll win you over in the most old fashioned of ways: She simply tells a hell of a story." -Rebecca Makkai, Pulitzer Finalist for The Great Believers

Atlantic City, 1934. Every summer, Esther and Joseph Adler rent their house out to vacationers escaping to "America's Playground"…


Book cover of October 1964

Matthew & Mark Jacob Author Of Globetrotter: How Abe Saperstein Shook Up the World of Sports

From my list on the intersection of sports and race.

Why are we passionate about this?

Race has always been a primary issue in American life—and a test of how well our ideals as a nation sync up with reality. Because sports are a national passion, they have long put questions of inclusion on full display. It’s a fascinating, illuminating clash: the meritocracy of sports vs. the injustice of racism.

Matt & Mark's book list on the intersection of sports and race

Matthew & Mark Jacob Why did Matt & Mark love this book?

Major League Baseball teams integrated at different paces. In 1964, the St. Louis Cardinals relied heavily on several Black players to fuel their march toward the league title. St. Louis’s white and Black players had built camaraderie and trust long before they reached that year’s World Series. Their opponent, the New York Yankees, had been cautious about integrating.

Halberstam explores this contrast and how it shaped the Cardinals’ series victory. He’s a great storyteller, sharing tales about players from different races and regions learning to play and win together.

By David Halberstam,

Why should I read it?

1 author picked October 1964 as one of their favorite books, and they share why you should read it.

What is this book about?

THE NEW YORK TIMES BESTSELLER * THE BEST SPORTS BOOK OF THE YEAR

"October 1964 should be a hit with old-time baseball fans, who'll relish the opportunity to relive that year's to-die-for World Series, when the dynastic but aging New York Yankees squared off against the upstart St. Louis Cardinals. It should be a hit with younger students of the game, who'll eat up the vivid portrayals of legends like Mickey Mantle and Roger Maris of the Yankees and Bob Gibson and Lou Brock of the Cardinals. Most of all, however, David Halberstam's new book should be a hit with…


Book cover of The 1923 New York Yankees: A History of Their First World Championship Season

W. Nikola-Lisa Author Of The Men Who Made the Yankees: The Odyssey of the World's Greatest Baseball Team from Baltimore to the Bronx

From my list on the early years of the New York Yankees.

Why am I passionate about this?

I grew up a Yankee fan during the Mickey Mantle era, traveling to the Bronx in my uncle’s canary-yellow Chrysler Imperial. Those early experiences set me on a trajectory to want to play baseball every chance I got, starting with Little League and ending up on my high school’s varsity squad. Fortunately, my high school was in Ft. Lauderdale, Florida, where my family had moved in 1962, the same year that the Yankees began playing their pre-season games in the city, which meant when I wasn’t playing baseball at school, I was hanging around Ft. Lauderdale Stadium watching the Yankees. Yes, the Pinstripe Nation was in my blood. 

W.'s book list on the early years of the New York Yankees

W. Nikola-Lisa Why did W. love this book?

After the Yankees emerged from their dismal days as the Hilltop Highlanders, officially becoming the New York Yankees in 1913, ten years after coming to the Washington Heights area in upper Manhattan, they made a run for the American League pennant, and, as such, for major league baseball’s largest prize—World Series Champs. But they had a very steep hill to climb: they had to claw their way over their arch-rival, the National League’s New York Giants, who defeated the Yankees in post-season play in 1921 and 1922 to claim major league baseball’s ultimate prize. Mayer tells the story of the Yankees’ third try in 1923 when they finally overcame their nemesis to stand atop the baseball world.

By Ronald A. Mayer,

Why should I read it?

1 author picked The 1923 New York Yankees as one of their favorite books, and they share why you should read it.

What is this book about?

The 1923 Yankees started the dynasty - with stars like Babe Ruth, Wally Pipp, Joe Dugan and Bob Meusel, they won the pennant by 16 games before claiming the franchise's first World Series title. Five Yankees pitchers won 16 games that year, led by Sam Jones (21-8), and the team finally defeated McGraw's Giants after losing to them in the Series two years in a row. This book covers that first Yankees championship team in great detail, taking the reader through the entire season, game-by-game.


Book cover of My Life in Leadership: The Journey and Lessons Learned Along the Way
Book cover of The Heart of Business: Leadership Principles for the Next Era of Capitalism
Book cover of Breaking Ice and Breaking Glass: Leading in Uncharted Waters

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