The best books about Trump

4 authors have picked their favorite books about Donald Trump and why they recommend each book.

Soon, you will be able to filter by genre, age group, and more. Sign up here to follow our story as we build a better way to explore books.

Shepherd is reader supported. When you buy through links on our website, we may earn an affiliate commission (learn more).

Unmaking the Presidency

By Susan Hennessey, Benjamin Wittes,

Book cover of Unmaking the Presidency: Donald Trump's War on the World's Most Powerful Office

This is another readable book—and it’s really important because these authors don’t just focus on the norms that Trump violated and that get so much attention, but actually offer an interesting analysis of the things he did administratively that weakened the office of the presidency and the national government. People tend to think Trump was a poor administrator, and in many ways, of course, he was, but his actions have consequences that we don’t always see and this book tells us about them.


Who am I?

I believe in democracy. I think the US has the opportunity to be the world’s first multicultural and inclusive democracy. And I think that’s a very, very hard thing to do. I’ve been writing about democracy through the lens of presidential history my whole career, and I think the US has done some things so impressively well while at the same time it frustratingly keeps failing to live up to its own ideals. The tensions and contradictions in our history as we try to expand and enact those ideas are endlessly fascinating. And I’m nervous that we may be seeing the end of a national commitment to democracy. 


I wrote...

Deplorable: The Worst Presidential Campaigns from Jefferson to Trump

By Mary E. Stuckey,

Book cover of Deplorable: The Worst Presidential Campaigns from Jefferson to Trump

What is my book about?

From the contest that pitted Thomas Jefferson against John Adams in 1800 through 2020’s vicious, chaotic matchup between Donald Trump and Joe Biden, Stuckey documents the cycle of despicable discourse in presidential campaigns. Looking beyond the character and the ideology of the candidates, Stuckey explores the broader political, economic, and cultural milieus in which each took place. In doing so, she reveals the conditions that exacerbate and enable our worst political instincts, producing discourses that incite factions, target members of the polity, encourage undemocratic policy, and actively work against the national democratic project.

Keenly analytical and compulsively readable, Deplorable provides context for the 2016 and 2020 elections, revealing them as part of a cyclical―and perhaps downward-spiraling―pattern in American politics. Deplorable offers more than a comparison of the worst of our elections. It helps us understand these shameful and disappointing moments in our political history, leaving one important question: Can we avoid them in the future?

Too Much and Never Enough

By Mary L. Trump,

Book cover of Too Much and Never Enough: How My Family Created the World's Most Dangerous Man

We all know a psychopath – whether he or she lives next door, works with you, or is your spouse. No one says it better than psychologist Dr. Mary Trump. She describes her cousin, former President Trump, as a textbook psychopath with all of the behavioral, genetic, and environmental traits. His corruption, lack of empathy and conscience, shallow emotions, sexual promiscuity, and ruthlessness clearly shows his psychopathy. Former President Trump just doesn’t care. He’s not the only President that has psychopathic features but he’s the worst, aiming to destroy democracy and the Constitution for his own purpose. It’s a story we all know. I recommend this book to anyone who wants to see a psychopath in action, bolstered by money, power, and fame.


Who am I?

I’m a family therapist and author with a lot of experience in psychopathic behavior. Psychopathy falls on a spectrum – from a few traits to the extreme (serial killer) and everything in-between. Studies have shown that strong psychopathic behavior is common in our leaders – political, religious, business, and cultural. There’s also the psychopath “next door” – people we work, play, and live with. As an author, therapist, and researcher, I’m passionate about the subject – constantly examining psychopathic behaviors. I hope you enjoy my Broken Books Series which features different types of psychopaths in both the present and past, and my booklist that explores this fascinating subject.


I wrote...

Broken by Evil

By Jeri Fink, Donna Paltrowitz,

Book cover of Broken by Evil

What is my book about?

Haunted family trees, chilling photo insights, and twisted psychopaths fill the pages of my bone-chilling thriller. Spanning generations, the story follows the people (and psychopaths) surrounding young Joshua. Everyone is terrified of Joshua. No one understands his mind as he drowns cats, dissects squirrels, and burn dogs instead of playing with Legos. His mother struggles to cover it up. The Senator watches with amusement.

Where does this innocent-looking child come from and how does he control so many people? Where is he headed? Partially based on a true story, young Joshua is the ultimate evil.

Unthinkable

By Jamie Raskin,

Book cover of Unthinkable: Trauma, Truth, and the Trials of American Democracy

U.S. Rep. Jamie Raskin was not only inside the Capitol on January 6 when it was stormed, he had just tragically buried his 25-year-old son the previous day. His book, a cathartic exercise for himself and a shocked nation, drills down to the heart of what happened, showing in graphic detail how violent and terrifying that day was from an insider’s perspective. 

As a former constitutional law professor at American University who later became a Trump impeachment manager and member of the U.S. House Select Committee investigating the attack, Raskin eloquently explains the underlying events and issues that led to the violent breach. He argues forcefully why the former president himself must be held accountable before the country can begin a crucial, difficult healing process.


Who am I?

I was born in Washington, D.C., in a hospital not far from the U.S. Capitol. I remember being awestruck walking through its halls on tours as a kid. As a journalist, I covered some hearings and interviewed Congress representatives and staff there. The attack on January 6, 2021, was more than a breach of a landmark, historic building representing the top legislative body in the country; it was an assault on the fabric of democracy itself. A tragic crime occurred there that left several people dead and many injured, both physically and emotionally. We must hold everyone involved, especially those at the top who planned this invasion, accountable for what occurred that day.


I wrote...

Operation Chaos: The Capitol Attack and the Campaign to Erode Democracy

By Kevin James Shay,

Book cover of Operation Chaos: The Capitol Attack and the Campaign to Erode Democracy

What is my book about?

In early 2020, Team Trump executed Operation Chaos, a little-known dirty trick ploy to disrupt Democratic Party primaries.

After the election was called for Joe Biden, Trump and allies put pressure on Vice President Mike Pence to overturn election results through Operation Pence Card, where Pence would send results back to states when he oversaw the ratification in Congress on January 6, 2021. Operation Occupy the Capitol, where Proud Boys, militias, party activists, top Trump advisers, and even Trump himself conspired to stop the legal process in Congress by taking over the building while Trump lawyers attempted to force state legislators to change election results. Trump and his operatives liked to use military-style, code names for their dirty campaigns. But no matter what they called it, the result was chaos.

Peril

By Bob Woodward, Robert Costa,

Book cover of Peril

There is probably no journalist in Washington more revered and connected than Bob Woodward. From his Watergate fame five decades earlier, the Washington Post legendary reporter and editor has continued his eye-opening, impressive work. Peril is his final book in a trilogy on the Trump administration. He and fellow Post journalist Robert Costa interviewed more than 200 administrative players who provide this account with the deep-sourced material that Woodward fans have come to expect. 

While numerous interviews are off the record and the focus of the book is more on officials than foot soldiers who carried out the attack, the result is a revealing tome that does not disappoint.


Who am I?

I was born in Washington, D.C., in a hospital not far from the U.S. Capitol. I remember being awestruck walking through its halls on tours as a kid. As a journalist, I covered some hearings and interviewed Congress representatives and staff there. The attack on January 6, 2021, was more than a breach of a landmark, historic building representing the top legislative body in the country; it was an assault on the fabric of democracy itself. A tragic crime occurred there that left several people dead and many injured, both physically and emotionally. We must hold everyone involved, especially those at the top who planned this invasion, accountable for what occurred that day.


I wrote...

Operation Chaos: The Capitol Attack and the Campaign to Erode Democracy

By Kevin James Shay,

Book cover of Operation Chaos: The Capitol Attack and the Campaign to Erode Democracy

What is my book about?

In early 2020, Team Trump executed Operation Chaos, a little-known dirty trick ploy to disrupt Democratic Party primaries.

After the election was called for Joe Biden, Trump and allies put pressure on Vice President Mike Pence to overturn election results through Operation Pence Card, where Pence would send results back to states when he oversaw the ratification in Congress on January 6, 2021. Operation Occupy the Capitol, where Proud Boys, militias, party activists, top Trump advisers, and even Trump himself conspired to stop the legal process in Congress by taking over the building while Trump lawyers attempted to force state legislators to change election results. Trump and his operatives liked to use military-style, code names for their dirty campaigns. But no matter what they called it, the result was chaos.

I Alone Can Fix It

By Carol Leonnig, Philip Rucker,

Book cover of I Alone Can Fix It: Donald J. Trump's Catastrophic Final Year

This book by two Washington Post Pulitzer Prize-winning reporters contains even more behind-the-scenes looks than most at what happened during Donald Trump’s last year in the White House. Leonnig, a national investigative reporter, and Rucker, senior Washington correspondent, details nuggets such as South Carolina Sen. Lindsey Graham telling Trump a couple of days before January 6 that Pence couldn’t change the result and pointing out how Al Gore hadn’t tried doing that when he actually won the popular vote - but lost the Electoral College - in 2000. Trump replied that Gore wasn’t smart enough to pull such a move.

The authors journeyed to Mar-a-Lago a few months after the Capitol attack for a surreal interview with the former president. That alone is worth the read.


Who am I?

I was born in Washington, D.C., in a hospital not far from the U.S. Capitol. I remember being awestruck walking through its halls on tours as a kid. As a journalist, I covered some hearings and interviewed Congress representatives and staff there. The attack on January 6, 2021, was more than a breach of a landmark, historic building representing the top legislative body in the country; it was an assault on the fabric of democracy itself. A tragic crime occurred there that left several people dead and many injured, both physically and emotionally. We must hold everyone involved, especially those at the top who planned this invasion, accountable for what occurred that day.


I wrote...

Operation Chaos: The Capitol Attack and the Campaign to Erode Democracy

By Kevin James Shay,

Book cover of Operation Chaos: The Capitol Attack and the Campaign to Erode Democracy

What is my book about?

In early 2020, Team Trump executed Operation Chaos, a little-known dirty trick ploy to disrupt Democratic Party primaries.

After the election was called for Joe Biden, Trump and allies put pressure on Vice President Mike Pence to overturn election results through Operation Pence Card, where Pence would send results back to states when he oversaw the ratification in Congress on January 6, 2021. Operation Occupy the Capitol, where Proud Boys, militias, party activists, top Trump advisers, and even Trump himself conspired to stop the legal process in Congress by taking over the building while Trump lawyers attempted to force state legislators to change election results. Trump and his operatives liked to use military-style, code names for their dirty campaigns. But no matter what they called it, the result was chaos.

Trump

By Donald J. Trump, Tony Schwartz,

Book cover of Trump: The Art of the Deal

This is the first book that credits Donald Trump as “author,” and it may well be one of the few books he has ever read. The actual “writing” was performed by Tony Schwartz, with one hand on the keyboard and the other holding his nose. This is the sacred text that introduced the term “truthful hyperbole” (lying) which later metastasized into the Big Lie, as the author slithered inexorably from real estate conman (six bankruptcies) to reality show host to, naturally, leader of the formerly free world. Tony Schwartz’s decades of mea culpas can’t erase the hideous trajectory launched by The Art of the Deal, which author Trump called his second favorite book after The Bible, and set him on his course toward overthrowing American democracy. 


Who am I?

I’m President of the Writers Guild Initiative, with a mission of giving a voice to populations not being heard (LGBT asylum seekers, exonerated death row prisoners, Dreamers, etc.). In our writing workshops I see how marginalized communities are deprived of their rights and how insidiously minority rule is seizing power. Fascism depends on demonizing the Other, which was weaponized during the Trump years and is exploding on the right. This issue animates my life and work as a writer, mentor, speaker, and teacher. In the USA, democracy is hanging by a thread. My book takes a deep dive into what this means for an American family over the next fifteen years.


I wrote...

It Happened Here

By Richard Dresser,

Book cover of It Happened Here

What is my book about?

In 2035, fourteen-year-old Louise is interviewing her family members to find out what went wrong—for the family and the nation. It seems both started falling apart around 2019. Then the 2020 elections were canceled, and the president remained in power for sixteen years. This is the story of one family divided by ideology, and of undying hope in the direst of circumstances.

In 1935, Sinclair Lewis challenged readers to imagine an America hijacked by a totalitarian president whose message was fueled by fear, division, and “patriotism.” Richard Dresser’s It Happened Here delivers a modern vision of just such an America. Told through the interwoven voices of eight different characters, it reveals how the Weeks family navigates the slow death of democracy in the country they all love.

Make Russia Great Again

By Christopher Buckley,

Book cover of Make Russia Great Again

Oddly enough, like Fallis, Buckley tackles politics with humour, but my god, he tackles Trump. Hard to make such a disaster funny. As with Taylor, I love his comedic timing. And his footnotes. (The one for "j'accuse!" is "French for 'this is really a bit much.'" And for "nolo contendere", "Legal Latin for … 'Whatever'.")

Again, I've read pretty much everything Buckley has written, and I think this, his most recent, is his best.  And that's frickin' impressive. Because he's written 18.


Who am I?

I have a Master’s degree in Philosophy and for a (very) brief time was a stand-up comic (now I'm more of a sprawled-on-the-couch comic). Despite these attributes, I have received four Ontario Arts Council grants.  This Will Not Look Good on My Resume was shortlisted for the Rubery Book Award, and excerpts from my several other books have appeared in The Cynic Online Magazine and 222 More Comedy Monologues, and on Erma Bombeck’s humor website.  


I wrote...

This Will Not Look Good on My Resume

By Jass Richards,

Book cover of This Will Not Look Good on My Resume

What is my book about?

Everyone gets fired at least once in their life. And if not, well, they're just not trying very hard. And we all think of brilliant and immature 'shoulda saids' and 'shoulda dones' for weeks after. (Okay, years.) A quirky bit of fun that slaps you upside the head.

New Power

By Jeremy Heimans, Henry Timms,

Book cover of New Power: How Anyone Can Persuade, Mobilize, and Succeed in Our Chaotic, Connected Age

The authors narrate the rise of the mega-platforms like Facebook and Uber, the out of nowhere victories of Obama and Trump, and the unexpected emergence of movements like #metoo, explaining these in the context of the emergence of a new type of networked power which they liken to a current. They brilliantly argue that today what matters is how you create and use the connections that you form to shape the direction of opinion currents, and that those who do this well have outsized power and influence in today’s hyper-connected world.


Who am I?

Rupert Younger is an author and entrepreneur. He is the co-author of The Reputation Game a bestselling book published in October 2017 (with David Waller) now published in six languages, and co-author of The Activist Manifesto (with Frank Partnoy), a reimagining of what Karl Marx and Friedrich Engels would have written had they been alive today. His work and views are regularly featured in major news outlets including the BBC, CNN, the Financial Times, The Wall Street Journal, and The Times of London. Rupert is the founding director of Oxford University’s Centre for Corporate Reputation, a leading research centre focused on social evaluations, and co-founder of the global strategic consulting firm Finsbury Glover Hering.


I wrote...

The Reputation Game: The Art of Changing How People See You

By David Waller, Rupert Younger,

Book cover of The Reputation Game: The Art of Changing How People See You

What is my book about?

Why did Islamic State produce annual reports? What can we learn from second-hand car salesmen? And is the best-connected man in London really an osteopath? Through pioneering research and interviews with a host of major figures ranging from Jay-Z and LinkedIn co-founder Reid Hoffman to Bernie Madoff and Man Booker prize-winning Hilary Mantel, we reveal the key mechanisms that make and remake our reputations.

Your reputation affects everything that comes your way in business and in life.  It’s time to stop being at the mercy of what others say about you and learn the new rules of the game that we are all playing, whether we like it or not.

Training to Be Myself

By Jake Jabbour,

Book cover of Training to Be Myself: An Indulgent Odyssey of Obsessions, Confessions, and Curiosities

Full confession: the author is my son, Jake Jabbour. This is a memoir written in 2017 about the death of my father, his grandfather. They were close. My father died in October 2016, three weeks before the election of Donald Trump as POTUS. Subsequently, in the spring of 2017, we had a service for The Colonel. That's when this story begins.

After the service, Jake broke up with his girlfriend and embarked on a train trip across America. The reason was to teach and perform Improvisation Comedy. During that sixteen-day journey, Jake attempts to make sense of all that has happened. Moreover, to reflect on who he is. It's beautifully written, heartbreaking, and inspiring.

Jake identifies as an INFJ. Which stands for Introvert, Intuition, Feeling, Judging. It designates one of sixteen personality types per the Myers-Briggs Personality Type indicator test. My doctor doesn't give the MBTI much credence. However, a…


Who am I?

I’ve always been a talker. In the fourth grade my teacher, L. Wood, wrote on my report card, “Mark is a good worker. He is well adjusted and is well-liked in the classroom and on the playground. Mark needs to control himself when he likes to speak out too frequently.” Some things (personality) never change. Now, sixty years later with the help of my doctor, I’m working on it. I've been trying to understand myself, and others for most of my life. Using Nettle's descriptors I could be called a confident, callous, Poet Wanderer. Now, in my seventies, and having written three books about it - I'm beginning to get it.


I wrote...

Election 2016: The Great Divide, the Great Debate

By Mark Jabbour,

Book cover of Election 2016: The Great Divide, the Great Debate

What is my book about?

Election 2016 is gritty, thought-provoking, and a well-written account of Donald J. Trump, the 45th president of the United States. Also, just how that happened. At once it's a masterful character study of Trump (a quintessential extrovert), and an intriguing, entertaining analysis of the psychology of tribalism and power. Those three elements combine to enable humans to dominate the planet like no other species. But they also threaten to tear us apart to the point of extinction.

Election 2016 is a day-by-day, month-by-month, real-time examination of the triumph of Trump. The book also considers the future we find ourselves in and what could happen. As Trump may once again become president, this book is a must-read. Because we don’t want to end up like Russia and Ukraine.

Skin in the Game

By Nassim Nicholas Taleb,

Book cover of Skin in the Game: Hidden Asymmetries in Daily Life

Taleb has been hugely important to me as an investor, thinker, and writer. I picked Skin in the Game because a chapter in it called “Soul in the Game” had a tremendous impact on me and even spilled into the title of my book. I would advise readers to start their journey into Taleb’s books with Fooled by Randomness, which is a very accessible and easy read. His later books, The Black Swan, Antifragile, and Skin in the Game, are packed with insight and wisdom but require patience and should be read slowly.


Who am I?

I am an investor who happens to love writing, music, and simply life in general. I was born in Murmansk, Russia, where I spent my first 18 years. My family moved to Denver in 1991, and I have lived there since. I’m CEO of IMA, a value investing firm where I have creative freedom to focus on things I love. I was so fortunate to stumble into writing; it has completely rewired my mind by providing a daily two-hour refuge for focused thinking. I am constantly on the lookout for new stories and fresh insights. Writing is what keeps me in student-of-life mode, and there is so much to learn!


I wrote...

Soul in the Game: The Art of a Meaningful Life

By Vitaliy Katsenelson,

Book cover of Soul in the Game: The Art of a Meaningful Life

What is my book about?

Soul in the Game is a book of inspiring stories and hard-won lessons on how to live a meaningful life. Drawing from the lives of classical composers, ancient Stoics, and contemporary thinkers, it is my exploration of practical wisdom that has helped me overcome my greatest challenges: in work, family, identity, health – and in dealing with both success and failure.

Part autobiography, part philosophy, part creativity manual, Soul in the Game is a unique and vulnerable exploration of what works, and what doesn’t, in the attempt to shape a fulfilling and happy life.

Or, view all 25 books about Donald Trump

New book lists related to Donald Trump

All book lists related to Donald Trump

Bookshelves related to Donald Trump