100 Best Sad Books of All Time

Elon MuskMust admit to liking [this book]. Sad, romantic and beautifully named. (Source)

James Comey@johngreen You should not be. It is a great book. Was recently in Amsterdam and walked some of the scenes with your huge fan, my youngest daughter. Loved hearing from you and meeting you at Kenyon. (Source)

Lydia RufflesThe (Source)

Richard Speight Jr.A pal for 30 years, @StephenChbosky ‘s first book #ThePerksofBeingaWallflower had a MASSIVE impact on me & countless others. Then came his great movies. Now..THE NEXT BOOK! Be like me & buy it THE DAY it comes out. (Then harass him until he agrees to put me in the movie! 🎥 🤠) https://t.co/02bMKPgF9A (Source)

Jamie GraysonHoly shit there’s no way this book is that old because that really ages me but I COMPLETELY agree. This book is a masterpiece and a must-read. Lessons about being human are in there and those are important right now. https://t.co/fF1spEFrUH (Source)

Rae EarlIt is a tremendously powerful study of PTSD, a mental health issue that isn’t talked about enough (Source)

Angel DeiMy favorite John Green book 😭😭 https://t.co/Aqkvmuu9Q5 (Source)

Bill GatesI don’t know how Kalanithi found the physical strength to write this book while he was so debilitated by the disease and then potent chemotherapy. But I’m so glad he did. He spent his whole brief life searching for meaning in one way or another -- through books, writing, medicine, surgery, and science. I’m grateful that, by reading this book, I got to witness a small part of that journey. I just... (Source)

Ryan HolidayDespite its popularity, When Breath Becomes Air is actually underrated. It’s make-you-cry good. (Source)

Bethany S. MandelMore Shabbat reading recommendations: This book was breathtaking and such a powerful advertisement for the joy of parenthood. https://t.co/V8BH97eiL9 (Source)

James AltucherExcellent novel. (Source)

Vanessa KengI've always loved fiction - mainly crime and legal thrillers, but there's something wonderful about reading a completely different style of writing from what I'm used to. I found myself absorbed in the narrative of guilt and love in The Kite Runner, and The Curious Incident told me a story from a completely different perspective. (Source)

Magda MarcuI’m currently reading “The Kite Runner”. I never have expectations from books, I let them surprise me as I get into the story. Learning about characteristics of different cultures, in this case the Afghan one, it’s one aspect I am interested in. (Source)

Bill Gates[On Bill Gates's reading list in 2012.] (Source)

Robert MuchamoreA brutal, exciting, action-based sci-fi novel. Hugely popular and excellent fun. (Source)

Tim Fargo@Quixoticnance Good point, Nancy. The museum is a powerful experience, esp. when you've read her book. (Source)

Catalina PenciuI'm a huge fan of personal stories and biographies like this one. (Source)

Alice LittleI remember being a fourth grader and trying to check out [this book] and being told it was grossly inappropriate and going so far as to have my parents take it to the school board and petition for me to be allowed to read this book. (Source)

James AltucherExcellent novel. (Source)

Ann Miura-KoI would encourage people to read it because it gives you a sense of Afghanistan’s incredible history and the role women have played within that history (Source)

Eric BerkowitzThe case is about racism, but it’s also about white sexual fear of the black man, and the failed effort of white America to stop intermixing. I think the notion of the scary black man still permeates the American justice system today. I don’t think To Kill a Mockingbird is one of the greatest pieces of literature ever, but it is a very good window into the ingrained sexual fear that permeated at... (Source)

Scott TurowIt’s dated in many ways; it’s extremely sentimental. But it’s beautifully done – you can’t take a thing away from it. (Source)

David Heinemeier HanssonReally liking this one so far. I’m sure a lot of people here probably read it in high school or whatever, but it wasn’t on the Danish curriculum, so here I am! (Source)

Richard BransonToday is World Book Day, a wonderful opportunity to address this #ChallengeRichard sent in by Mike Gonzalez of New Jersey: Make a list of your top 65 books to read in a lifetime. (Source)

Steve Jobscalled this book "one of his favorite" and recommended it to the hires. The book also inspired one the greatest TV ad (made by Jobs) (Source)

D J TaylorIn terms of how technology is working in our modern surveillance powers, it’s a terrifyingly prophetic book in some of its implications for 21st-century human life. Orwell would deny that it was prophecy; he said it was a warning. But in fact, distinguished Orwell scholar Professor Peter Davis once made a list of all the things that Orwell got right, and it was a couple of fairly long paragraphs,... (Source)

Barack ObamaWhen he got to high school, the president said, his tastes changed and he learned to enjoy classics like “Of Mice and Men” and “The Great Gatsby.” (Source)

Bill GatesMelinda and I really like [this book]. When we were first dating, she had a green light that she would turn on when her office was empty and it made sense for me to come over. (Source)

Marvin LiaoFor Non-Business, I'd have to say Dune (Herbert), Emergency (Strauss), The Great Gatsby (Fitzgerald) or Flint (L'Amour). I re-read these books every year because they are just so well written & great stories that I get new perspective & details every time I read them. (Source)

Oprah WinfreyIt's got everything that's grabbing the headlines in America right now. It's about race and class, the economy, culture, immigration and the danger of the us-versus-them mentality. And underneath it all, pumps the heart and soul of family love, the pursuit of happiness, and what home really means. (Source)

James MillerIt is such a powerful story … against an utterly bleak scenario you have the father and the son, and the novel builds up this incredibly emotive relationship. (Source)

Mark BoyleIn my view, The Road is the greatest novel ever written, and McCarthy one of the most important writers of the last hundred years. Its bleakness is interspersed with sentences so beautiful I wept. (Source)

Johanna ReissElie Wiesel wrote..that he was considering running into the barbed wire once, but he didn’t because his father needed him. (Source)

Steven KatzProbably the best known memoir that has been written about the experience of the death camps. (Source)

Irina BotnariIt’s pretty hard to pick only one favorite book because as we get wiser (to be read: get older ☺) our interests change and so do our books, but it’ll stick to the plan. The highlight of this year for me was Flowers for Algernon by Daniel Keyes. The idea behind is heartbreaking and completely brilliant, being in the same time so perfect and so horribly disturbing. (Source)

Neal LaytonIt’s a book full of questions, about a boy and a tree, but whether there are any answers there or not is another thing. (Source)

Todd GordonI got to spend lunch with this wonderful group of 5 yr olds reading The Giving Tree by Shell Silverstein. Great book and good lesson about the value of friendship! (note, I have permission to post this). https://t.co/HahANdNYpq (Source)

Kaci Lambe KaiI cry every time I read The Giving Tree by Shel Silverstein. That story breaks my heart. I recently read it to my nephew (then five at the time) and I cried the whole time. (Source)

Ryan HolidayEqually allegorical, I read The Little Prince for the first time which for some reason I’d never been exposed to before. If you’re in the same boat, read it. It’s short but great. (Source)

Brandon Stanton[Brandon Stanton recommended this book on the podcast "The Tim Ferriss Show".] (Source)

Karen PaolilloThe Little Prince has influenced me in every aspect of my life, from my own emotions and how I feel inwardly, to how I like to view our planet. (Source)

Bianca BelairFor #BlackHistoryMonth  I will be sharing some of my favorite books by Black Authors 7th Book: The Hate U Give By: Angie Thomas @angiecthomas The movie was really great, but it just hits different when you read the book! https://t.co/rxMH5Uu6JN (Source)

Barack ObamaWhen he got to high school, the president said, his tastes changed and he learned to enjoy classics like “Of Mice and Men” and “The Great Gatsby.” (Source)

Steve BenjaminsI think all of John Steinbeck’s books are uplifting. He sees the best in humanity and it leaves me feeling warm and generous. I always love this paragraph in Of Mice and Men that hints at the tension between business and humanity: "It has always seemed strange to me that the things we admire in men, kindness and generosity, openness, honestly, understanding, and feeling are the concomitants of... (Source)

Shami ChakrabartiIt’s all about the War on Terror as far as I’m concerned. (Source)

Jason GoldmanAll The Light We Cannot See is the best book I've read in a while. I tend to speed read and here I savored every word; the writing is just effortlessly beautiful. I hope it's made it onto high school WWII syllabi by now. (Source)

Grady BoochI read this several years ago but — much like Orwell’s 1984 — it seems particularly relevant given our current political morass. (Source)

Cliff Bleszinski@HandmaidsOnHulu Done. Love the show, book is a classic, can't wait for season 2. (Source)

Jason Kottke@procload Not super necessary, since you've seen the TV show. This first book is still a great read though...different than the show (tone-wise more than plot-wise). (Source)

Scott Belsky[Scott Belsky recommended this book on the podcast "The Tim Ferriss Show".] (Source)

Chigozie ObiomaWilliam Golding imbues some of these children with wisdom that would read, in the hands of a lesser author, as implausibly knowing (Source)

Disco Donnie@JoshRHernandez1 I love the book “Lord of the Flies” so just started watching The Society (Source)

Soman ChainaniThe greatest work of fiction I’ve ever read, with the simplest theme: All of us come with baggage and wounds and pain; all of us. (Source)

Jane Mcgonigal@rhondakap @kellymcgonigal If you haven't read this only read it if you want to be emotionally brutalized. Virtuoso portrayal of compassion but Jesus you could not make worse things happen to your characters. Almost sadistic. Amazing book but traumatic read (Source)

Ella BottingThis may be the best book I’ve ever read. It’s a long old book and I bloody love a long book. I don’t possess the vocabulary to describe this book - it was so good, but I’d say it was an intricate analysis of the character’s daily lives and their daily lives are hella intense at times. This booked reminded me that while success in the workplace is very important to me, so is the time spent with... (Source)

A.r. Moxon (Julius Goat)“A beautiful, harrowing, thrilling book....It’s a wild ride and a great read.” —Audrey Niffenegger, author of The Time Traveler’s Wife THE REVISIONARIES Published by Melville House Dec 03, 2019 | 608 Pages | Hardcover https://t.co/cKLZBnrQda (Source)

Gabriel CoarnaAudrey Niffenegger's "The Time Traveler's Wife" and Garth Stein's "The Art Of Racing In The Rain" made me cry. (Source)

Bryony GordonAs a teenage girl, you have to read The Bell Jar. It’s a rite of passage. (Source)

The CEO Library Community (through anonymous form)One of the best 3 books I've read in 2019 (Source)

Tim KendallDespite its subject matter, The Bell Jar is often a very funny novel. Perhaps we miss it because the pall of Plath’s biography descends across the whole work and reputation. But The Bell Jar is viciously funny. There are people still alive today who won’t talk about it because they were so badly hurt by Plath’s portrayal of them. (Source)

Mary BurkeyOne thing that was also very nice was having a title that’s for younger children recognized as a truly stellar audiobook, because sometimes people think that audiobooks are to help kids learn to read and not for them to fall in love with literature. And that’s what the audiobook recording of Charlotte’s Web does. It lets young kids and their parents revisit a beautiful title and fall in love with... (Source)

Daniel MendelsohnI don’t want to know what Achilles did in bed, frankly. If you want to play with the big boys, fine, but don’t turn The Iliad into a Twilight novel. (Source)

Lucy CoatsI loved the richness of the language, the descriptions. She really made me feel I was in ancient Greece — the smells, the whole environment. (Source)

Twinkle KhannaEleanor is awkward, funny, an alcoholic and clearly not fine. A great book for someone who wants to get over a reading slump. Loved it! #mustread #eleanoroliphantiscompletelyfine #TweakIt https://t.co/fVQu4sYhSi (Source)

Whitney Cummings[Whitney Cummings recommended this book on the podcast "The Tim Ferriss Show".] (Source)

Vlad TenevWhen I was in sixth grade I remember being very upset by the ending of [this book]. (Source)

Sol OrwellQuestion: What books had the biggest impact on you? Perhaps changed the way you see things or dramatically changed your career path. Orwell's Animal Farm and 1984 (though Huxley's Brave New World is a better reflection of today's society). (Source)

Big Structural Change@siriusclaw Azkaban ftw! Goblet is the worst of the series. Great book though. (Source)

Twin Mummy And DaddyI love a good book and The Help is exactly that! In fact it’s an amazing book! Read my review over on the blog today! https://t.co/efaf9aRGOK #TheHelp #KathrynStockett #bookreview #bookblogger #mummybloggers #daddybloggers #pbloggers #mbloggers @UKpbloggers @UKBloggers1 #books (Source)

Abid ZaidiDay 6 : #30Days of posting cover of books I love (1 book a day for 30 days). No expectations, no reviews, just the covers. Inspired by @rekha_bhardwaj #MyFavouriteBooks https://t.co/rl0foOp6hK (Source)

Bill GatesOne of my favorite books ever. (Source)

Woody AllenIt was such a relief from the other books I was reading at the time, which all had a quality of homework to them. (Source)

Chigozie ObiomaHe sees everybody as phony because they take life too seriously. (Source)

Mark ZuckerbergOh, it’s not a favorite book or anything like that, I just added it because I liked it. I don’t think there’s any real significance to the fact that it’s listed there and other books aren’t. (Source)

Timothy FerrissAt one point, this was the only book listed on Mark Zuckerberg’s Facebook page. If it’s good enough to be the sole selection of the founder of Facebook, maybe there’s something to it. The plot: In anticipation of another attack from a hostile alien race, the search for a brilliant military strategist has led to Ender Wiggin. In space combat school, Ender stands out, demonstrating exceptional... (Source)

Travis KalanickAbout a kid who is trained by the military to play video games [...] But he realizes at the end that the video games he was playing were an actual war. (Source)

John SutherlandThe Brontës had this idea of a Samson figure. Rochester, like Samson, has to be mutilated before he can be domesticated. What is interesting about Heathcliff, in Wuthering Heights, is that he isn’t. He remains this superman. He is greater than a human being. He is named after two elemental things, the heath and the cliff. We never know what his first name is. (Source)

Robert McCrumCathy—and all of Emily Brontë’s characters—are more or less feral. That’s why we love them. It’s a different world, it’s a mad world. In some ways, Emily Brontë is more of a poet. But she has inspired many subsequent writers of fiction. You couldn’t imagine Lawrence without her, for example. You couldn’t imagine some of Hardy. (Source)

Riz KhanAgain it’s about love turning into obsessions and being all-consuming and how even future generations are manipulated by this love. (Source)

John SutherlandThere is an interesting debate … that the real heroine of Jane Eyre is not the plain little governess but the mad woman in the attic, Bertha Mason (Source)

Tracy ChevalierThe idea of marriage is that two people are going to become one, but here you know—because of the mad woman in the attic—that it’s one thing about to be split in two. (Source)

Audrey PennMy next one is Jane Eyre. She was orphaned and sent to a very rich aunt, who had her own very selfish children. Jane Eyre was not the perfect child and she was sent to live in a girls’ school. She made one friend, but unfortunately the little girl died, so she had to toughen up. She grew up there and learned everything she needed to know about teaching. She was a very good artist, she played a... (Source)

Ted TurnerI enjoyed "Gone with the Wind" and history books of all types. (Source)

Annie Parker@mariesornin @Twitter @goodreads @colinismyname @lonelyplanet @AmazonKindle @nytimestravel @TravelLeisure @Delta @BNBuzz Shantaram, The Beach, Round Ireland with a Fridge, and please read Gone with the Wind (not really a travel book but very awesome & needs a good chunk of time!) (Source)

Kris ReidI’m a hopeless romantic, Gone With the Wind is an epic love story based around a tale of an empowered woman struggling to success in a time of extreme adversity. There is a reason it’s a classic! (Source)

Elon MuskBest books in recent years imo are Iain Banks & George Martin. (Source)

Amy ChuaMarmee is a character that really resonates for me. She’s obviously not Chinese, but she believes that integrity and hard work are the most important things in life. She holds her daughters to very high standards. She doesn’t sugarcoat much. She also reveals to her rebellious daughter Jo, the star of the book and a character loosely modeled on Louisa May Alcott herself, that she had a bad temper... (Source)

Anne Thériault@mmarmoset I love that book so much, and then I got to see Patty Smith perform the year I read it, and she made a Little Women reference during the show, and my heart overflowed (Source)

Jay KleinbergNancy Drew is another series which follows in those footsteps. The book is all led by her. I think if one looks in the magazine literature it would be hard to find a similar character at that time. These were stories initially published in a magazine and then bound together as a book. (Source)

Julie PlecI love this book!! https://t.co/BHE07IxdJN (Source)

Michael ArringtonShelley wrote this book as a teenager, and most of us read it in high school. Often credited as the first science fiction novel. You can read just about any political viewpoint you want into the book, and there are strong undertones that technology isn’t all good. But what I get out of it is the creativeness that can come with solitude, and how new technology can be misunderstood, even perhaps by... (Source)

Adam RobertsBrian Aldiss has famously argued that science fiction starts with Mary Shelley’s novel, and many people have agreed with him. (Source)

Adam RobertsBrian Aldiss has famously argued that science fiction starts with Mary Shelley’s novel, and many people have agreed with him. (Source)

Elizabeth Tsurkov@Maysaloon great book! (Source)

Jonathan EvisonThis is the great American novel for me—the humanity, the landscapes, the progressive and political and social ethos of the novel, not to mention the amazing characters. Steinbeck is the American Dickens, at least in terms of social consciousness. (Source)

John KerryWhile there is a story that takes place between characters, the hardship and unfairness is a central element of the book. It shows how fiction can create progressive change as well. (Source)

Esi EdugyanI was shocked by the blunt force of its subject matter and its exquisitely torqued prose. It remains one of my most adored novels. (Source)

Bianca Belair@ylc130 I went to the library when I was in the 3rd grade and read Beloved... I remember being so confused and my Mama having to explain it to me... I later read it as an adult and it hit me completely different. GREAT BOOK! (Source)

Farah Jasmine GriffinBeloved was Morrison’s fifth novel. It’s a gripping story, inspired by a famous abolitionist case, the true story of a woman who runs away from slavery with her children, but when the slave catchers catch up with her, she kills one of her own and tries to kill the others, rather than returning them to slavery. (Source)