100 books like Moby-Dick

Lee depicts the world of San Francisco through the eyes of a young Chinese-American boy, navigating the grownup world of race, class, and urban life, and trying to find the place where he fits, in between his family and ethnicity, and his modern American sensibility.  Also worth noting, Kai-Ting’s encounters with African-Americans, Chicanos and other Chinese people, in a novel that has nary a white person in it. 

I’ve rarely read a book that explores the pain of the white working class better.  If you’ve ever wondered about the lives of those grizzled gas station attendants with their faded baseball hats, this book is a small masterpiece.

The novel has a remarkable twist on the traditional coming of age story; it’s also a novel about a straight guy coming to terms with his own homophobia.  It’s not a novel about a gay boy, but more a novel about a sraight boy’s understanding of how deeply homophobia has infected his life. 

This play has so many layers: men’s relationship to work, marriage, fatherhood, unrealized ambitions, and the costs of buying your own bullshit.  See it with Dustin Hoffman or Philip Seymour Hoffman.

One of the great pure sailors of all time was Joshua Slocum. Born in 1844 in eastern Canada he remains one of the most renowned sailors of all time—deservedly, because he completed the first documented circumnavigation of the world alone in a sailboat. A severe-looking man in maturity with a completely bald head and a very full goatee. His four children were born at sea on his ships. And his adventures literally around the world are too numerous to enumerate here. Suffice to say, this was a man “rocked in the cradle of the deep,” with saltwater in his veins.

Toward the turn of the century, in his early fifties, he decided to build a small sailing vessel and sail alone around the world. It was the seminal moment in his life, and he’d describe it beautifully in this marvelous tale. Slocum faced all the perils one would expect: terrible… show more.

Journeys are most often linear – Here to There – or circular – "There and Back Again." The Odyssey is actually a return leg in the most traumatic and perennial circular journey: going to war, and then, getting back. "Wily" (in modern terms, read, "sneaky," "trickster")  Odysseus left Troy a famous warrior, but takes seven years to get home. The fabulous episodes of that journey, the Cyclops, the Sirens, Scylla and Charybdis, Circe, and Calypso, the wreck in Phaeacia that leaves him bereft even of clothes, have grounded the Western imagination. But the concluding little things – the recognition scenes, the dog that dies, and the nurse who doesn't – push that epic past into a close, human Now.

This book is a must-read for anyone concerned with any form of change.

While focusing on the advancement of science, Kuhn, in his brilliant analysis, brings attention to the distinction between paradigmatic and incremental change. His is the key analysis between disruption and slow progression. In this day and age, when so many corporate leaders are obsessed with being disruptive, we often fail to realize that much of our progress is based on slow and steady incrementalism—one piece built upon another.

Paradigmatic change or total disruption has its benefits and its negative aspects, but it’s an outlier. All too often, leaders become obsessively driven toward disruption while the rest of their organization—their tech leaders, their scientists, their front-line, understand that incrementalism often has to proceed paradigmatic disruption.

Thomas Kuhn is the foremost thinker in introducing this distinction, and he understands the need to balance paradigmatic change and incremental change well.… show more.

This book is a longtime favorite of mine. Toni Morrison was a master at blending the personal story and the political, and in this book, she blends the true story of a mother who kills her child to prevent slave catchers from returning the baby to life as a slave.

Morrison’s fictional Sethe is haunted by the ghost of the baby she killed and the memories of her difficult life as a slave. This is one of the novels I return to time after time, both for the beauty of the writing and the portrayal of a mother’s love, guilt, and the lingering impact of slavery.

I always try to find reasons to read William Faulkner’s As I Lay Dying, the painfully sad story of a family hauling their mother’s body to her hometown in order to bury her. Addie Bundren’s life has been sad and dreary, but the path to her resting place is even more so, replete with flood and fire, as well as a post-death monologue that contains one of the most psychologically complete rationalizations in literary history. Every time I read this book, I understand each of the Bundren family members more deeply, and have greater sympathy for the yoke their circumstance has harnessed them to.

As well as the characters who populate nautical stories and the sea itself, ships have such a vivid voice.

This non-fiction book follows HMS Erebus from her early journey to Antarctica to her eventual disappearance in the Canadian Arctic. I have a small obsession with polar exploration and this book captures the drama, the terror, and the mystery of it.

Michael Palin’s sensitivity to the historical issues and the real figures is very moving, especially the moment when the primary documents stop and all that is left to tell these men’s tales is a note in a desolate cairn.

I want to also sneakily recommend AMC’s adaptation of Dan Simmons’s The Terror, a TV show based on these events, which has some of my favourite writing in any piece of media.