Fans pick 100 books like Churchill

By Winston Churchill, Martin Gilbert (editor),

Here are 100 books that Churchill fans have personally recommended if you like Churchill. 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 Thinking, Fast and Slow

Karl Lillrud Author Of AI Your Second Brain: Evolve or Go Extinct

From my list on teach you to embrace the future.

Why am I passionate about this?

I have for 28 years helped organizations around the world scale their business. I'm a dedicated innovator and thought leader in artificial intelligence and digital commerce. My passion for innovation thrives in exploring how AI can transform businesses and improve lives. I've authored 10 books and shared my insights as a professional speaker to educate, inspire, and motivate others. I love delving into the future of AI and innovation, which drives me to constantly learn and share knowledge. This list reflects the books that have significantly influenced my journey. My life is about pushing forward, always looking for alternatives to understand where those paths might lead us.

Karl's book list on teach you to embrace the future

Karl Lillrud Why did Karl love this book?

This book transformed my understanding of human cognition. I love how Daniel Kahneman delves into the dual systems that drive our thoughts—intuitive and deliberate.

This book helped me recognize cognitive biases and informed how I develop AI technologies that align with human behavior. It reinforced the importance of designing AI that complements our natural thinking patterns.

By Daniel Kahneman,

Why should I read it?

47 authors picked Thinking, Fast and Slow as one of their favorite books, and they share why you should read it.

What is this book about?

The phenomenal international bestseller - 2 million copies sold - that will change the way you make decisions

'A lifetime's worth of wisdom' Steven D. Levitt, co-author of Freakonomics
'There have been many good books on human rationality and irrationality, but only one masterpiece. That masterpiece is Thinking, Fast and Slow' Financial Times

Why is there more chance we'll believe something if it's in a bold type face? Why are judges more likely to deny parole before lunch? Why do we assume a good-looking person will be more competent? The answer lies in the two ways we make choices: fast,…


Book cover of Implementation: How Great Expectations in Washington Are Dashed in Oakland; Or, Why It's Amazing that Federal Programs Work at All, This Being a Saga of the Economic Development Administration as Told by Two Sympathetic Observers Who Seek to Build Morals on a Foundation of Ruined Hopes

Luke Fowler Author Of Democratic Policy Implementation in an Ambiguous World

From my list on how ideas are turned into actions.

Why am I passionate about this?

I’m fascinated by the obsession that we as a society have with making policy, but not whether policy works, and how policy is treated as a magic bullet to the social problems that we all care about. But my experience is that it’s not ideas that solve problems; it’s action that solves problems. This fascination has led me to become a professor of public policy and administration, where I have read extensively about this issue for over a decade and written two books and over four dozen articles. My work focuses on how ideas are translated into actions and how those actions impact our communities.

Luke's book list on how ideas are turned into actions

Luke Fowler Why did Luke love this book?

I really love this book because it’s a pure case study of why things often go wrong at the street level.

While it’s set in the mid-60s, a lot of the social and political themes are still relevant, so it begs the question of how much government has changed in the last half-century.

I really like that the authors explore this case without being too heavy-handed in why things went wrong; they just try to tell the story and work through it along with the reader. And you got to love that title!

By Jeffrey L. Pressman, Aaron Wildavsky,

Why should I read it?

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

What is this book about?

Three substantial new chapters and a new preface in this third edition explore and elaborate the relationship between the evaluation of programs and the study of their implementation. The authors suggest that tendencies to assimilate the two should be resisted. Evaluation should retain its enlightenment function while the study of implementation should strengthen its focus on learning.


Book cover of Street-Level Bureaucracy: Dilemmas of the Individual in Public Services

Luke Fowler Author Of Democratic Policy Implementation in an Ambiguous World

From my list on how ideas are turned into actions.

Why am I passionate about this?

I’m fascinated by the obsession that we as a society have with making policy, but not whether policy works, and how policy is treated as a magic bullet to the social problems that we all care about. But my experience is that it’s not ideas that solve problems; it’s action that solves problems. This fascination has led me to become a professor of public policy and administration, where I have read extensively about this issue for over a decade and written two books and over four dozen articles. My work focuses on how ideas are translated into actions and how those actions impact our communities.

Luke's book list on how ideas are turned into actions

Luke Fowler Why did Luke love this book?

The thing I love about this book is that it illustrates how difficult the jobs of street-level bureaucrats (i.e., public servants working directly with the public at the street level) are.

Being a cop, teacher, social worker, etc. is a lot more complex than what it looks like from the outside because it’s not just about helping citizens; it’s also about navigating all the rules and policies that govern how public services are delivered.

It’s impossible to read this book and not walk away with a respect for how hard those jobs are.

By Michael Lipsky,

Why should I read it?

1 author picked Street-Level Bureaucracy as one of their favorite books, and they share why you should read it.


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Book cover of An Italian Feast: The Celebrated Provincial Cuisines of Italy from Como to Palermo

An Italian Feast By Clifford A. Wright,

An Italian Feast celebrates the cuisines of the Italian provinces from Como to Palermo. A culinary guide and book of ready reference meant to be the most comprehensive book on Italian cuisine, and it includes over 800 recipes from the 109 provinces of Italy's 20 regions.

An Italian Feast is…

Book cover of Rage

Luke Fowler Author Of Democratic Policy Implementation in an Ambiguous World

From my list on how ideas are turned into actions.

Why am I passionate about this?

I’m fascinated by the obsession that we as a society have with making policy, but not whether policy works, and how policy is treated as a magic bullet to the social problems that we all care about. But my experience is that it’s not ideas that solve problems; it’s action that solves problems. This fascination has led me to become a professor of public policy and administration, where I have read extensively about this issue for over a decade and written two books and over four dozen articles. My work focuses on how ideas are translated into actions and how those actions impact our communities.

Luke's book list on how ideas are turned into actions

Luke Fowler Why did Luke love this book?

I like that this book takes a detailed look at 2020 from the view of the Trump presidency, based on interviews between Woodward and Trump.

One of the key themes here is that many decisions during that time were rooted in lessons learned earlier during Trump’s presidency, which helps us understand how we get stuck in doing things the way they’ve always been done. It also provides fascinating insights into how the generational crisis of COVID-19 was managed and mismanaged by the White House.

By Bob Woodward,

Why should I read it?

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

What is this book about?

BOB WOODWARD'S NEW BOOK, RAGE, IS AN UNPRECEDENTED AND INTIMATE TOUR DE FORCE OF NEW REPORTING ON THE TRUMP PRESIDENCY FACING A GLOBAL PANDEMIC, ECONOMIC DISASTER AND RACIAL UNREST.

Woodward, the No 1 international bestselling author of Fear: Trump in the White House, has uncovered the precise moment the president was warned that the Covid-19 epidemic would be the biggest national security threat to his presidency. In dramatic detail, Woodward takes readers into the Oval Office as Trump's head pops up when he is told in January 2020 that the pandemic could reach the scale of the 1918 Spanish Flu…


Book cover of The Gathering Storm

G. C. Peden Author Of Churchill, Chamberlain and Appeasement

From my list on Britain and the coming of the Second World War.

Why am I passionate about this?

The Second World War featured prominently in comics and conversations with adults when I was a boy. Knowing about the war and its origins was a way to make sense of the world. As an undergraduate, my history professor insisted I also study economics. That has helped my study of strategy, which is also concerned with choices between alternative uses of scarce resources. However, dry analysis is not enough for a historian. It mattered that Churchill and Chamberlain had different personalities. I try to recapture the political passions of the past and the uncertainty people felt then about the future.

G.'s book list on Britain and the coming of the Second World War

G. C. Peden Why did G. love this book?

I first read this book half a century ago and still enjoy rereading it. Churchill’s style is modeled on the great historians of the 18th and 19th centuries. He argues with conviction and clarity that war could have been prevented.

However, I find myself echoing a 19th century prime minister who said of the historian Macaulay: ‘I wish I were as sure of anything in this world as [he] is of everything.’

By Winston S. Churchill,

Why should I read it?

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

What is this book about?

Winston Churchill's six-volume history of the Second World War.


Book cover of Churchill and America

Robert Schmuhl Author Of Mr. Churchill in the White House: The Untold Story of a Prime Minister and Two Presidents

From my list on Winston Churchill’s life and affection for the US.

Why am I passionate about this?

Since my high school days, I’ve considered Winston Churchill the most intriguing figure in world history. He told someone who admired his paintings, “Genius has many outlets.” In his case, he was not only a talented artist but also a politician, statesman, author, and orator. While doing research for my last book, I came across references to Churchill’s visits to the White House to meet with Franklin Roosevelt and Dwight Eisenhower. No one had ever closely investigated these sojourns at critical times of WW II and the Cold War. A book was born.

Robert's book list on Winston Churchill’s life and affection for the US

Robert Schmuhl Why did Robert love this book?

Named Churchill’s official biographer in 1968, Gilbert draws on his vast library of research to focus on Churchill’s abiding interest in the native land of his mother, the former Jennie Jerome of New York. The chronological account reflects Churchill's growing attachment to what he called “the great Republic.”

Over time and on a personal basis, the U.S. became significant financially to the statesman and author. He saw the rising power of America and wanted to have the United Kingdom and British Commonwealth closely allied with the emerging superpower. 

By Martin Gilbert,

Why should I read it?

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

What is this book about?

An account of the former British prime minister's seventy-year relationship with the United States describes how his work during the First and Second World Wars laid a foundation of a century-long alliance between the countries and established a key policy of cooperation that continues to this day. 75,000 first printing.


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Book cover of Marriage and Fatherhood in the Nazi SS

Marriage and Fatherhood in the Nazi SS By Amy Carney,

When I was writing this book, several of my friends jokingly called it the Nazi baby book, with one insisting it would make a great title. Nazi Babies – admittedly, that is a catchy title, but that’s not exactly what my book is about. SS babies would be slightly more…

Book cover of Fighter: The True Story of the Battle of Britain

Martin Dugard Author Of Taking London: Winston Churchill and the Fight to Save Civilization

From my list on fighter pilots Winston Churchill Battle of Britain.

Why am I passionate about this?

Let me tell you a story. Once upon a time, there was a young boy who made model airplanes and hung them on his bedroom ceiling with fishing lines and thumbtacks as if the planes were dogfighting. The aircraft were inspired by a movie called The Battle of Britain and were the same Messerschmitts, Spitfires, and Hurricanes. The boy grew up and began writing books for a living, making it his mission to help people love history as much as he did. One day, it dawned on him to write about his long-ago planes and their epic battle. I am that boy, and that's when I wrote my book. 

Martin's book list on fighter pilots Winston Churchill Battle of Britain

Martin Dugard Why did Martin love this book?

I believe Len Deighton is among the great underrated authors of the last fifty years. John Le Carre overshadows his spy novels, but no less complex and subtle. His sharply drawn characters are unique and complex.

I fell in love with this one because it tells the story of the Battle of Britain in exceptional, nerd-level detail without becoming boring or dry. I was captivated. This book made me want to write my book. Left unsaid is that any author who can write great nonfiction and fiction is a true pro. 

By Len Deighton,

Why should I read it?

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

What is this book about?

'The most honest attempt yet to tell how the Battle of Britain really was' Andrew Wilson, Observer

History is swamped by patriotic myths about the aerial combat fought between the RAF and the Luftwaffe over the summer of 1940. In his gripping history of the Battle of Britain, Len Deighton drew on a decade of research and his own wartime experiences to puncture these myths and point towards a more objective, and even more inspiring, truth.

'Revolutionised thinking about the Battle of Britain in a way that has not been seriously challenged since' The Times


Book cover of The Grand Alliance

Andrew Nagorski Author Of 1941: The Year Germany Lost the War

From my list on the view from London in 1941.

Why am I passionate about this?

Award-winning journalist and historian Andrew Nagorski was born in Scotland to Polish parents, moved to the United States as an infant, and has rarely stopped moving since. During a long career at Newsweek, he served as the magazine's bureau chief in Hong Kong, Moscow, Rome, Bonn, Warsaw, and Berlin. In 1982, he gained international notoriety when the Kremlin, angered by his enterprising reporting, expelled him from the Soviet Union. Nagorski is the author of seven books, including The Nazi Hunters and Hitlerland.

Andrew's book list on the view from London in 1941

Andrew Nagorski Why did Andrew love this book?

Leave it to Churchill to sum up the events of 1941 that determined the ultimate outcome of the war. In his words, the theme of this volume of his epic account of the war is “How the British fought on with Hardship their Garment until Soviet Russia and the United States were drawn into the Great Conflict.” Much of this consists of letters, reports, speeches, and other original documents from that period, woven together by its skillful narrator. Little wonder that Churchill was later awarded the Noble Prize in Literature "for his mastery of historical and biographical description as well as for brilliant oratory in defending exalted human values.”

By Winston S. Churchill,

Why should I read it?

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

What is this book about?

Winston Churchill's six-volume history of the cataclysm that swept the world remains the definitive history of the Second World War. Lucid, dramatic, remarkable both for its breadth and sweep and for its sense of personal involvement, it is universally acknowledged as a magnificent reconstruction and is an enduring, compelling work that led to his being awarded the Nobel Prize for literature. The Grand Alliance recounts the momentous events of 1941 surrounding America's entry into the War and Hitler's march on Russia - the continuing onslaught on British civilians during the Blitz, Japan's attack on Pearl Harbor and the alliance between…


Book cover of Winston's War

Anthony Tucker-Jones Author Of Churchill, Master and Commander: Winston Churchill at War 1895-1945

From my list on Winston Churchill and which book to start with.

Why am I passionate about this?

Anthony Tucker-Jones, a former intelligence officer, is an author, commentator, and writer who specializes in military history, with well over 60 books to his name. His work has also been published in an array of magazines and online. He regularly appears on television and radio commenting on current and historical military matters.

Anthony's book list on Winston Churchill and which book to start with

Anthony Tucker-Jones Why did Anthony love this book?

Churchill is perhaps best remembered for his bulldog premiership during the Second World War. Max Hasting’s excellent study graphically portrays the enormous political and strategic stresses and strains endured by Churchill. Coalition warfare was one of vigorously competing interests and Hastings shows how Churchill achieved a quite remarkable juggling act.

By Max Hastings,

Why should I read it?

1 author picked Winston's War as one of their favorite books, and they share why you should read it.

What is this book about?

'I would choose this account over and above the rest. It is a fabulous book: full of perceptive insight that conveys all the tragedy, triumph, humour and intense drama of Churchill's time as wartime leader; and it is incredibly moving as a result' James Holland, Literary Review

In this vivid biography, #1 bestselling historian Max Hastings tells the story of how Churchill led a nation through its darkest hour.

A moving, dramatic narrative of crisis and fortitude, Hastings offers one of the finest biographies of one of Britain's finest men.

When Churchill took power as Prime Minister in 1940, it…


Book cover of The Storm of War: A New History of the Second World War

Peter Grose Author Of A Good Place to Hide: How One French Community Saved Thousands of Lives in World War II

From my list on World War 2 from several different perspectives.

Why am I passionate about this?

I’ve now written three histories of World War 2. A Very Rude Awakening tells the story of the Japanese midget submarine raid into Sydney Harbour on the night of 31 May 1942. An Awkward Truth deals with the Japanese air raid on the town of Darwin in northern Australia on 19 February 1942. (The raid was carried out by the same force that hit Pearl Harbor ten weeks earlier.) These two books have both been filmed. My third book, A Good Place To Hide, is my pairing for this page. Last but not least, if you want a signed copy of my books, then do my friend Gary Jackson and me a favour by going here and clicking on the link "Buy Books and DVDs."

Peter's book list on World War 2 from several different perspectives

Peter Grose Why did Peter love this book?

There’s an expression among investigative journalists: follow the money. That’s exactly what the historian Andrew Roberts has done in this highly original and brilliant history of World War 2, full of economic insights.

How about this, for instance? “Hitler’s anti-Semitism  .. did nothing to aid Germany’s chances of winning the war, and possibly a great deal to retard them. The Holocaust was a mistake, tying up railway stocks … but above all denuding Germany of millions of potentially productive workers and potential soldiers.”

In other words, if railway trucks heading east through Germany had been full of soldiers heading for the eastern front instead of hapless Jews heading for Auschwitz and death, then Hitler’s invasion of Russia might have stood a better chance of success.

So if following the money strikes you as an essential way of getting to the truth, even when the subject is the economics of war,…

By Andrew Roberts,

Why should I read it?

2 authors picked The Storm of War as one of their favorite books, and they share why you should read it.

What is this book about?

On 2 August 1944, in the wake of the complete destruction of the German Army Group Centre in Belorussia, Winston Churchill mocked Adolf Hitler in the House of Commons by the rank he had reached in the First World War. 'Russian success has been somewhat aided by the strategy of Herr Hitler, of Corporal Hitler,' Churchill jibed. 'Even military idiots find it difficult not to see some faults in his actions.'

Andrew Roberts's previous book Masters and Commanders studied the creation of Allied grand strategy; The Storm of War now analyses how Axis strategy evolved. Examining the Second World War…


Book cover of Thinking, Fast and Slow
Book cover of Implementation: How Great Expectations in Washington Are Dashed in Oakland; Or, Why It's Amazing that Federal Programs Work at All, This Being a Saga of the Economic Development Administration as Told by Two Sympathetic Observers Who Seek to Build Morals on a Foundation of Ruined Hopes
Book cover of Street-Level Bureaucracy: Dilemmas of the Individual in Public Services

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