12 Best-Selling Donald Trump Books Millions Love

Recommended by experts including Julian Burnside, Barry R McCaffrey, and Mark Hamill, these Donald Trump Books reveal proven insights and best-selling narratives.

Julian Burnside
Barry R Mccaffrey
Mark Hamill
Matthew Yglesias
Jessy Jessi Jessé
Dwight Garner
Jim Hanson
Updated on June 28, 2025
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12 of 12 books have Kindle versions

There's something special about books that both critics and crowds love, especially when it comes to a figure as polarizing and influential as Donald Trump. Millions have sought to understand his impact through words, and these 12 best-selling Donald Trump books stand out for their proven insights and widespread appeal. Whether you're intrigued by his business strategies, political maneuvers, or personal character, these selections offer a well-rounded view.

Julian Burnside, a barrister and advocate known for his social justice work, found "A Very Stable Genius" to be an essential read, noting its urgent exploration of Trump's presidency. Similarly, Barry R Mccaffrey, a retired four-star general and national security professor, emphasizes the book's detailed portrayal of Trump’s interactions with the military and government. Actor and author Mark Hamill also endorses this title, highlighting its wide-reaching impact. Their recommendations, echoed by many others, have helped these books become cornerstones for those seeking nuanced perspectives.

While these popular books provide proven frameworks and valuable historical insights, readers looking for content tailored to their specific interests in Donald Trump might consider creating a personalized Donald Trump book that draws on these validated approaches and adapts them uniquely to your questions and goals.

Best for deal-making enthusiasts
Kindle version available
The Wealthy Trainer, an online marketer and fitness trainer, discovered this book during a period of personal reflection and shared, "The easiest way to Clean Up my Friends List is to post this... I love this book! | Let's get to know each other a little. I'll start... Here's MY Story." His recommendation highlights how Trump's unapologetic approach to deal-making resonates with many seeking to understand the mechanics behind high-stakes negotiation. This endorsement, echoed by others including Secret Agent Number Six, underscores why the book remains a go-to for those intrigued by the man behind the deals and the mindset that drives him.
TW

Recommended by The Wealthy Trainer

Online marketer and fitness trainer

The easiest way to Clean Up my Friends List is to post this... I love this book! | Let's get to know each other a little. I'll start... Here's MY Story: #AskLalonde #RichAndFit #wealthy #inspiration (from X)

Trump: The Art of the Deal book cover

Donald J. Trump, Tony Schwartz·

What if everything you knew about deal-making was wrong? Donald J. Trump, leveraging decades as a real estate magnate and entrepreneur, lays bare his approach to business and negotiation in this firsthand account. You gain insight into his mindset, strategies for assessing opportunities, and his unique style of leadership, as illustrated in chapters detailing his biggest deals and personal interactions. While it reflects his worldview, the book offers lessons in ambition, risk-taking, and negotiation that anyone interested in business or real estate can explore and evaluate for themselves.

Read on Kindle
Best for understanding Trump presidency
Kindle version available
Julian Burnside, a barrister and arts supporter deeply concerned about climate change and social justice, found "A Very Stable Genius" to be a compelling examination of Trump's presidency, stating, “A Very Stable Genius” Brilliant book about Trump. USA is the most important country in the world. We really are in trouble. His perspective highlights the urgency and significance of understanding this turbulent era in American politics. Alongside him, Barry R Mccaffrey, a retired Four Star General and national security professor, emphasizes the book's detailed reporting and its vivid portrayal of Trump's interactions within the military and government. Their endorsements reflect why this book resonates widely and why you might consider it essential for grasping the complexities of recent political history.
JB

Recommended by Julian Burnside

Barrister, arts supporter, climate advocate

“A Very Stable Genius” Brilliant book about Trump. USA is the most important country in the world. We really are in trouble. (from X)

2020·480 pages·Donald Trump, Politics, Leadership, White House, Presidency

Philip Rucker and Carol Leonnig, both Pulitzer Prize-winning journalists, offer a detailed inside look at Donald Trump's presidency marked by chaos and unwavering loyalty to the president rather than the nation. You gain insight into specific episodes like Trump's confrontation with military generals, revealing patterns of behavior that shaped his administration. The narrative draws from deep Washington sources who speak candidly about the administration's inner workings. This book suits anyone seeking to understand the complexities of Trump's impact on American democracy and the political dynamics of his tenure.

Pulitzer Prize Winners
New York Times Bestseller
Read on Kindle
Best for personalized deal tactics
Can send to Kindle
This AI-created book on deal making is tailored to your background and specific goals. It focuses on what you want to learn about negotiation inspired by Donald Trump's approach, ensuring the content matches your interests perfectly. By centering on your unique needs, this book helps you grasp key principles and techniques that matter most to you in deal-making. It's a custom resource that brings together popular insights and your personal objectives in one focused guide.
2025·50-300 pages·Donald Trump, Deal Making, Negotiation Tactics, Opportunity Assessment, Psychological Insights

This tailored book explores the practical art of negotiation and deal-making inspired by Donald Trump's distinctive approach. It reveals how to assess opportunities, structure agreements, and navigate complex negotiations with confidence. By focusing on your individual interests and background, the book highlights deal tactics that resonate most with your goals, providing a unique learning experience that blends proven popular knowledge with your personal context. The content examines various deal scenarios and psychological insights that Trump famously employed, making the learning process both engaging and relevant. This personalized guide matches your needs, helping you understand not only what works but why it works, empowering you to apply these concepts effectively.

Tailored Guide
Negotiation Mastery
1,000+ Happy Readers
View on TailoredRead
Best for crisis leadership insights
Kindle version available
Matthew Yglesias, a respected political analyst, highlights the unique value of Woodward's work by noting how the book reveals key details upfront, allowing readers to grasp the essential insights without excess. His perspective aligns with many who appreciate the deep dive into the Trump presidency during crisis, emphasizing the book's role in clarifying complex political dynamics. "The great thing about a Woodward book is all the juicy stuff comes out in advance, so you can skip buying it and purchase ONE BILLION AMERICANS instead." This candid take reflects how the book has shaped Yglesias's understanding of leadership under pressure, making it a compelling choice for those eager to unpack recent political history. Additionally, Jessy Jessi Jessé endorses the book with enthusiasm, reinforcing its appeal across diverse audiences interested in the Trump era.
MY

Recommended by Matthew Yglesias

Political analyst and journalist

The great thing about a Woodward book is all the juicy stuff comes out in advance, so you can skip buying it and purchase ONE BILLION AMERICANS instead. (from X)

Rage book cover

Bob Woodward·

2020·480 pages·President Biography, Donald Trump, Politics, Leadership, Crisis Management

Bob Woodward challenges the conventional wisdom that presidential decision-making during crisis is transparent and straightforward. Drawing on 17 on-the-record interviews with Donald Trump over seven turbulent months, Woodward reveals the tension between the president's public stance and private doubts as the Covid-19 pandemic emerged. You’ll gain insight into the inner workings of the Oval Office during 2020’s overlapping crises, including firsthand accounts of national security struggles and personal communications with world leaders. This book suits readers interested in the interplay between leadership style and crisis management under unprecedented pressure.

New York Times Bestseller
Author of 18 National Bestsellers
Pulitzer Prize Winner
Read on Kindle
Best for unconventional character study
Kindle version available
Rick Reilly's Commander in Cheat offers a fresh perspective on Donald Trump by focusing on his relationship with golf, a passion that reveals much about his character. This New York Times bestseller combines investigative sportswriting with sharp observations, uncovering how Trump's behavior on the golf course—his exaggerations, rule-breaking, and showmanship—reflects broader aspects of his personality and leadership. The book benefits readers curious about Trump beyond politics, providing a distinctive and often humorous angle that resonates with a wide audience interested in political figures and their personal quirks.
2020·272 pages·Donald Trump, Politics, Biography, Golf Culture, Character Analysis

Unlike most political biographies that lean heavily on policy or personality, Rick Reilly's book uses golf as a unique lens to examine Donald Trump's character and behavior. Drawing on his background as a seasoned sportswriter, Reilly combines firsthand accounts and interviews with over 100 golf insiders to reveal how Trump's tendencies on the course—such as bending rules and exaggerating achievements—mirror his public persona. You'll gain insight into not only Trump's relationship with golf but also how his approach to the game reflects broader patterns of conduct and decision-making. This book suits anyone interested in understanding Trump's nature through an unconventional and often humorous perspective.

New York Times Bestseller
Read on Kindle
Best for pre-presidency political views
Kindle version available
Donald J. Trump is the very definition of the American success story, continually setting the standards of excellence while expanding his interests in real estate, sports, entertainment, and politics. An accomplished author, Mr. Trump has authored over fifteen bestsellers and his first book, The Art of the Deal, is considered a business classic and one of the most successful business books of all time. This book reflects his drive to shake up the political status quo and present a blueprint aimed at making America prosperous and respected again.
2015·208 pages·Politics, US 21st Century History, Donald Trump, Economic Policy, Healthcare Reform

What happens when a prominent businessman turns his attention to national politics? Donald J. Trump lays out a direct critique of American political establishment and offers his vision for restoring the country's economic and military strength. You’ll find specific policy proposals on healthcare reform, job creation through immigration control, and education system improvements. The book is tailored for readers interested in conservative political strategy and the intersection of business acumen with governance, particularly those curious about Trump's approach prior to his presidency.

Read on Kindle
Best for rapid political insights
Can send to Kindle
This custom AI book on Donald Trump’s political influence is created based on your background and specific interests. You share what aspects of his political strategies intrigue you, your current knowledge, and goals, so the book focuses precisely on what you want to explore. AI helps tailor the content to give you clear, concise insights about Trump’s impact, making the learning process efficient and relevant. Instead of sifting through many sources, this book delivers focused understanding crafted just for you.
2025·50-300 pages·Donald Trump, Political Leadership, Campaign Strategies, Media Influence, Public Opinion

This tailored book explores Donald Trump's political strategies and their far-reaching effects, designed specifically to focus on your interests and background. It examines key moments and tactics that shaped his influence, providing a clear pathway to understanding his impact within just 30 days. Through a personalized approach, it aligns with your specific goals and curiosity, balancing popular knowledge with insights that matter most to you. The book reveals how Trump’s political maneuvers intersect with broader themes, offering readers a customized journey into the complexities of his role in contemporary politics.

Tailored Content
Political Influence Analysis
1,000+ Happy Readers
View on TailoredRead
Best for early Trump ideology
Kindle version available
"The America We Deserve" captures the early political ideas of Donald Trump before his presidency, offering a window into his vision for America grounded in self-reliance and limited government. This bestselling work continues to attract readers interested in the roots of his policies on foreign relations, economic growth, and taxation. It provides a provocative look at solutions for ongoing national challenges, making it relevant for voters and political enthusiasts alike. Those seeking to understand how Trump's business background shaped his political outlook will find this book especially informative.
The America We Deserve book cover

Donald Trump, Dave Shiflett

2000·304 pages·Donald Trump, Politics, Policy, Foreign Policy, Economic Growth

When Donald Trump first outlined his political vision in "The America We Deserve," he presented a candid and unapologetic perspective on America's future that still sparks debate today. This book reveals Trump's early ideas on foreign policy, economic growth, and education reform, offering specific proposals like a one-time tax on the super-wealthy and strategies for reducing business regulations. Whether you're interested in the origins of his political ideology or want to understand the foundations of his policy positions, this book provides direct insight into his approach. While it may appeal most to those curious about Republican principles and populist politics, it also serves as a useful reference for anyone tracking the evolution of American political thought.

Read on Kindle
Best for White House decision-making
Kindle version available
Billy Baldwin, known for his outspoken political commentary, highlights how Bob Woodward’s book ‘Fear’ profoundly shaped his understanding of Donald Trump’s presidency. Baldwin points to Woodward’s extensive interviews with Trump, revealing a portrait marked by serious missteps and controversies. His candid review, "Wanna know how dumb Trump is? Bob Woodward‘s book ‘Fear’ eviscerated Trump," underscores the book’s impact in exposing critical details about leadership decisions that affected millions. This perspective aligns with many readers seeking an unvarnished, insider view of the Trump White House.
BB

Recommended by Billy Baldwin

Actor and political commentator

Wanna know how dumb Trump is? Bob Woodward‘s book ‘Fear’ eviscerated Trump. Trump then sat down with Woodward for 18 more interviews vomiting an abundance of incompetence & crimes causing 200,000 deaths and an economic meltdown that caused trillions in losses & great suffering. (from X)

2018·448 pages·Donald Trump, US 21st Century History, President Biography, Politics, Leadership

Bob Woodward's extensive experience covering eight presidencies culminates in this detailed examination of Donald Trump's White House. Drawing on hundreds of hours of interviews, meeting notes, and personal documents, Woodward offers a revealing look at the internal debates and decision-making processes during Trump's early years in office. You gain insight into how major foreign and domestic policies were shaped amid intense pressure and conflicting viewpoints. The book suits anyone interested in political power dynamics, presidential leadership, or contemporary American history, though it demands your focus to navigate its intricate, behind-the-scenes accounts.

Read on Kindle
Best for media and politics exploration
Kindle version available
Ramin Setoodeh, Variety's co-editor in chief and author of the New York Times bestselling Ladies Who Punch, brings his award-winning entertainment journalism to this revealing account. His extensive background covering media personalities equips him to unravel how The Apprentice crafted Donald Trump's public persona and political ascent. Setoodeh's access to key figures and sharp narrative skills offer readers a nuanced look at the intersection of television and politics.
2024·272 pages·Reality TV, Donald Trump, Politics, Media, Television Production

After extensive interviews and research, Ramin Setoodeh reveals the hidden dynamics behind Donald Trump's rise through reality TV. You gain insight into how The Apprentice, crafted by Mark Burnett and key NBC executives, played a pivotal role in shaping Trump's public image and political trajectory. Setoodeh draws on conversations with Trump, his advisers, and contestants to expose the interplay of media production and persona-building. If you're interested in media influence on politics or the untold stories behind popular culture phenomena, this book offers a detailed, narrative-driven exploration. It's less about Trump’s policies and more about the showmanship that propelled him to the presidency.

New York Times Bestseller
Read on Kindle
Best for insider legal perspectives
Kindle version available
John Aravosis, a democratic digital marketing expert and editor, highlights the importance of Michael Cohen’s firsthand account, emphasizing its value in understanding Donald Trump's complex political and business persona. His invitation to interview Cohen reflects the depth of insight the book offers, connecting with readers who seek unfiltered perspectives. Alongside Victoria Stilwell, who acknowledges Cohen’s honesty despite his controversial past, these endorsements underline the memoir's impact on those wanting to grasp the nuances of loyalty and power. Their experiences suggest this book is crucial for anyone looking to comprehend the inner mechanics of the Trump presidency.
JA

Recommended by John Aravosis

Democratic digital marketing expert and editor

@MichaelCohen212 Would love to interview you about your book on our podcast. If you're interested, please DM me. Thanks. (from X)

2020·432 pages·Political Corruption, Fraud Biography, Donald Trump, Politics, Leadership

During his decade as Donald Trump's personal attorney, Michael Cohen witnessed firsthand the inner workings and controversies surrounding the business empire and presidency he served. This memoir reveals candid accounts of Trump's behavior, including episodes of alleged fraud, manipulation, and personal misconduct, alongside Cohen's own moral struggles. You gain insight into the complex dynamics of loyalty and betrayal at the highest political levels, illustrated by detailed episodes such as Trump's online survey rigging and hush-money payments. If you seek an insider's perspective on the Trump administration's business and political dealings, this book offers a direct, unvarnished narrative that challenges any simplistic understanding of the former president.

New York Times Bestseller
Read on Kindle
Best for deep political biography
Kindle version available
Scott Feinberg @ Nyff, an executive editor at The Hollywood Reporter and an awards expert who also teaches at a university, found Maggie Haberman’s Confidence Man to offer a compelling perspective on Donald Trump that aligns closely with what many readers are choosing to explore. He described it as an "interesting review of the Haberman book," underscoring its appeal to those wanting to understand Trump beyond headlines. His engagement with this detailed portrait reveals how the book deepens understanding of a political figure whose influence remains intensely debated. Similarly, Kenneth P. Vogel, a New York Times journalist, highlights Haberman’s unique access, noting her three interviews with Trump and the revealing nature of his candid admissions, which showed a side of Trump few expected. Their insights invite you to consider this book as a significant resource for grasping the complexities of Trump’s character and impact.
SF

Recommended by Scott Feinberg @ Nyff

THR executive editor, awards expert, professor

Interesting review of the Haberman book… (from X)

2022·608 pages·Politics, Donald Trump, Presidency, Political Biography, American History

Unlike many political biographies, Maggie Haberman’s Confidence Man penetrates beyond the public persona of Donald Trump to expose the transactional relationships and personal motivations that shaped his rise and presidency. Drawing on hundreds of interviews, including with Trump himself, the book reveals a complex figure driven by self-interest and survival instincts, with chapters detailing his interactions with key figures like Roy Cohn and Rudy Giuliani. You’ll gain nuanced insights into how Trump’s New York City world influenced his White House conduct and how his presidency challenged American democratic norms. This book suits anyone seeking a detailed portrait of Trump’s character and its impact on America’s political landscape, though it demands readers willing to navigate a dense and sometimes unsettling narrative.

New York Times Bestseller
Pulitzer Prize-winning author
Read on Kindle
Best for Trump administration dynamics
Kindle version available
Chris Cillizza, a CNN political analyst known for his sharp insights on American politics, found value in this detailed account of the Trump years. Facing the challenge of explaining a presidency marked by chaos and controversy, he describes it as "A great Q and A on the newest Trump book (out today)". His endorsement reflects how the book clarifies complex political events, making it accessible for those seeking to understand recent history. If you've wondered how the Trump administration operated behind closed doors, Cillizza's recommendation offers a compelling reason to explore this narrative.
CC

Recommended by Chris Cillizza

CNN political analyst and YouTube host

A great Q and A on the newest Trump book (out today) (from X)

The Divider: Trump in the White House, 2017-2021 book cover

Peter Baker, Susan Glasser·

Drawing from their extensive experience as political journalists, Peter Baker and Susan Glasser deliver an in-depth narrative of the Trump presidency from 2017 to 2021. You gain detailed insights into the inner workings of the White House, including behind-the-scenes conflicts, key decision-making moments, and the complex dynamics among Trump and his advisors. The book offers a nuanced look at the moral dilemmas faced by those in power during this period, supported by exclusive interviews and firsthand accounts. If you're interested in political history and the mechanics of governance during a turbulent era, this book provides a thorough chronicle worth your attention.

New York Times Bestseller
Named Best Book of the Year by The New Yorker and Financial Times
Read on Kindle
Best for analysis of political autocracy
Kindle version available
Raffi Cavoukian, known for his advocacy for children and ecology, praises Sarah Kendzior's work as a direct and unflinching look at the realities behind Donald Trump's rise. He notes, "yup. @sarahkendzior’s book, Hiding In Plain Sight, is a great read. tells it like it is. #ResistFascism" This endorsement reflects how Kendzior's analysis resonates with those concerned about the erosion of democratic values. Alongside Raffi, investigative journalist David Cay Johnston highlights how the book lucidly explains the shift from democracy to autocracy in accessible language, strengthening why this book has found a broad and engaged audience seeking to understand recent political developments.
RC

Recommended by Raffi Cavoukian

Children's advocate and ecology supporter

yup. @sarahkendzior’s book, Hiding In Plain Sight, is a great read. tells it like it is. #ResistFascism (from X)

2020·288 pages·Donald Trump, US 21st Century History, Politics, History, American Democracy

Sarah Kendzior's decade-long research into authoritarian regimes shapes this revealing examination of Donald Trump's rise and its impact on American democracy. You gain insights into how decades of political decay and corruption created fertile ground for autocratic power, interwoven with Kendzior's personal observations from pivotal moments like 9/11 and the Ferguson uprising. The book details the interplay between Trump's trajectory and the erosion of civil liberties, highlighting mechanisms of power consolidation and foreign influence. If you're seeking to understand the deeper structural shifts behind recent political upheavals, Kendzior's analysis offers a sobering perspective grounded in historical and anthropological expertise.

New York Times Bestseller
Washington Post Bestseller
USA Today Bestseller
Read on Kindle

Conclusion

These 12 books collectively paint a detailed portrait of Donald Trump—his business acumen, political ideology, and the controversies that defined his era. They offer proven frameworks for understanding a complex figure whose influence reshaped American politics. If you prefer proven methods, start with "Trump: The Art of the Deal" for foundational insights or "Confidence Man" for a deep dive into his character. For validated approaches to Trump’s presidency, combine the reporting of "A Very Stable Genius" with Woodward’s "Rage".

For readers who want a tailored experience, combining the strengths of these best-selling works with your unique perspective, consider creating a personalized Donald Trump book. This approach merges proven content with your specific interests, enabling a focused and efficient exploration.

These widely-adopted approaches have helped many readers succeed in grasping the complexities of Donald Trump’s life and legacy. Whether for research, debate, or personal understanding, this curated list offers reliable guidance and trusted insights.

Frequently Asked Questions

I'm overwhelmed by choice – which Donald Trump book should I start with?

Start with "Trump: The Art of the Deal" to understand his foundational business and negotiation strategies. It’s widely recommended and offers a clear view of his approach that shaped his career and presidency.

Are these books too advanced for someone new to Donald Trump?

Not at all. While some books delve deep, titles like "Crippled America" and "The America We Deserve" provide accessible introductions to his political views and ideology for newcomers.

Should I start with the newest book or a classic?

It depends on your goal. Classics like "Trump: The Art of the Deal" offer foundational context, while newer books such as "Confidence Man" provide updated insights into his recent political impact.

Do I really need to read all of these, or can I just pick one?

You can pick based on your interest—business, politics, or personal insight. However, reading multiple perspectives like "A Very Stable Genius" and "The Divider" offers a fuller understanding of his complex persona.

Which books focus more on theory vs. practical application?

"Trump: The Art of the Deal" emphasizes practical business tactics, while "Hiding in Plain Sight" and "The Divider" explore theoretical political and social dynamics behind Trump’s rise.

Can personalized Donald Trump books really complement expert recommendations?

Yes! While expert books provide proven insights, personalized books create a tailored experience that fits your specific interests and goals, blending popular methods with your unique needs.

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