The most recommended Winston Churchill books

Why would I include a book on rhetoric right after a set of recommendations of titles covering philosophy, given the two-thousand-year rivalry between those two ancient disciplines? In contrast to other people who teach critical thinking, I place great value on persuasive communications, commonly referred to as rhetoric, given the need to see through the rhetoric of others when analyzing their arguments, and the ability of persuasive language to turn valid and sound arguments into unstoppable ones. In his recently updated bestseller Thank You for Arguing, author Jay Heinrich lays out a powerful case for why effective argumentation can bring people together to solve problems, providing potential offramps from today’s polarized, destructive pseudo-debates. Heinrich’s book is accessible and entertaining, drawing from pop culture and his own life experiences, alongside the wisdom of Aristotle and other great thinkers from history, to demonstrate how to productively argue out our disagreements,… show more.

This book begins with our inherited views of what constitutes victory – the proudly-displayed Greek panoply of captured weapons, the Roman triumph, the medieval view of battle as awesome divine judgment, and the modern quest for “decisive battle” in mind. By contrast, other cultures – Iran, Assad’s Syria, China, and Russia for example, which are covered brilliantly – may be content with indecisive, drawn-out conflicts which give them the chance to keep their fingers in many pies and incrementally increase their influence. 

Thus our modern Western construct assuming that peace is the norm and war the exception, or that war should aim for a neat victory, and a lasting peace settlement imposed on the defeated adversary, is just that: a construct, rarely reflecting views and practices in other times and in other parts of the world. 

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. 

I write stories about famous people and moments in history. I like to strip down the narrative and make history read like a top-notch thriller. But to do that, I need to stand on the shoulders of authors who devoted ten or a dozen years to researching and writing the detailed lives of a subject they adore. I do not have the attention span to spend so long on one character.

I love this book because William Manchester (and Paul Reid, who stepped in to finish the book when Manchester died) loves Winston Churchill. What he wore, how he spoke, who he loved, what he drank. It is hundreds of pages of gorgeous detail, waiting for a long winter’s reading night. 

This is a detailed, captivating story of SAS, Britain’s secret special forces that was founded in WWII to parachute men behind enemy lines to sabotage the Nazis. 

The book showcases the founding members and many of their missions and tells why the unit changed from being paratroopers to becoming “rogues” who sabotaged the enemy. These men were all volunteers, and their skill and sheer willpower to help win the war in the desert is remarkable. The hardships they endured are jaw-dropping, which made their determination and successes all the more amazing.

Sometimes pictures express depression better than words, and that’s the case in this beautiful, powerful and hopeful little book. Depression can be hard to describe, hard to find the words to tell other people how you feel. Matthew Johnstone uses Winston Churchill’s image of depression as a black dog and in 48 pages reveals what depression can do to you. 

This book is especially good to show to your loved ones when you’re finding it hard to express the pain of your depression.

Holiday explains how finding time for quiet or stillness, as he calls it, is the key to conquering your temper, avoiding distractions, and discovering great insights. Slowing down is the balancing mechanism everybody needs when living a busy life.

The book shows how historical people such as Churchill needed stillness through activities like bricklaying to balance his busy life. The book is very engaging and offers an inspirational and practical way for us to recharge and find self-mastery and discipline in our busy lives filled with distractions.

“Another book on Churchill?” asks Reynolds on the first page. “Can there be anything new to say?” Yes, is the emphatic answer. Churchill’s magisterial memoir shaped how many readers came to understand World War II. In this equally magisterial book, Reynolds dissects how Churchill wrote his memoir, exploring how the politics of the post-war era were often as important in shaping Churchill’s judgments as the events of the war itself. Methodologically sophisticated and elegantly written.

Although this is a novel about a warship and the convoys, the Artic Convoys to North Russia were very real. Winston Churchill said the artic convoy mission was, "The most dangerous journey in the world." I personally sailed with men who had sailed in these convoys taking food, fuel, and weapons to Russia. I sailed with seamen whose ships had been torpedoed by U-Boats, some men had been torpedoed more than once.

I was only 3 years old when the war ended but I have sailed to the Artic and to Vladivostok in the North Pacific, and I have worked on deep sea trawlers fishing off the north coast of Iceland and I can tell you that working at sea, even in peacetime, can be a very dangerous occupation. In wartime life at sea must have been terrifying at times. Now in the comfort of my central-heated house, I pay… show more.

The author clearly did a great deal of research for this book, and this is certainly something I truly love in this World War 2 novel: it provides that solid and rich actual background against which the story is set. It is fascinating to see how both the Nazis and the Allies were playing a game of deception, trying to outmanoeuvre and outsmart each other. The writing is very good, the characters are complex, all with their flaws, all very interesting indeed, all feeling very credible, real. An engaging spy thriller that remains one of my favourite in this genre.