The Great Gatsby Revisited

August 30, 2010 | 5 books mentioned 18 6 min read

I admire people who reread books over and over again.   Some writers I know reread certain books annually; it works something like a “checkup,” a scheduled nourishing of that ineffable, particularized magic that is creative inspiration.  In his “Year in Reading” post, David Shields wrote that he rereads certain books “seemingly monthly.”  I recall from somewhere that Mary Gordon reads/rereads Proust every morning, like a devotional. For me, the habit of rereading has been mostly elusive (so-many-books-so-little-time, blah blah blah); with the exception of books and stories that I use for teaching.

coverThe necessity of rereading is in fact one of my personal favorite things about teaching. This summer I’ve reread a number of books that will be appearing on my fall syllabus; F. Scott Fitzgerald’s The Great Gatsby is one of them.

(A confession: there is a little bit of “acting as if” in teaching. For some time I’ve been preaching “close reading” and “reading with a pencil” and “read at least twice” to students.   I’ve started off semesters with Francine Prose’s “Close Reading” chapter from Reading Like a Writer.  And it’s not that I haven’t truly ascribed to these mantras or practiced them, but with Gatsby I’ve turned a corner;  there’s knowing something, and then there’s knowing something. It’s like I’m a born-again rereader, experiencing anew how a first read can be as different from a second read or a third read as reading two completely different works.  And yes: with great literature, the experience is deeper and richer with each successive reading.

Of course, the works stays the same; it’s we who change.)

What could I possibly say about The Great Gatsby that has not already been said by Fitzgerald acolytes and Gatsby-ologists through the ages?  I read it once in high school, and then again in college.  This third read marks the first time I’ve read it since I’ve been writing my own fiction in earnest.  I suppose what struck me most is how The Great Gatsby as a “literary treasure,” as something we refer to as a classic, is so much less than what the novel actually is – which is something both gorgeously and impeccably wrought.

A Shortlist of What Surprised Me Upon My Third Reading of The Great Gatsby

1. The Great Gatsby is not a story about the elite Northeast.  Well, it is to some degree.  But really, it’s a story about everything and everyone else.  “I see now that this has been a story of the West, after all,” muses the narrator Nick Carraway at the end.

Tom and Gatsby, Daisy and Jordan and I, we were all Westerners, and perhaps we possessed some deficiency in common which made us subtly unadaptable to Eastern life.

Even when the East excited me most, even when I was most keenly aware of its superiority to the bored, sprawling, swollen towns beyond the Ohio, with their interminable inquisitions which spared only the children and the very old – even then it had always for me a quality of distortion… I see it as a night scene by El Greco.

In other words, The Great Gatsby might indeed be peopled by the outlandishly wealthy, by mansion-dwelling, tennis-playing, alcoholic yacht-owners; and yet it’s not ultimately a story about them, it is in fact a story about us. (And it’s sobering to recognize how in the past I have sometimes read as if half-asleep: my first Gatsby read was two years into high school, an elite New England prep school where I’d landed as a semi-conscious 13 year-old, an “unadaptable” outsider in every way, from suburban Maryland.  Not “the West,” but bored and sprawling indeed.  None of this resonated at the time.)

2. Sentences, sentences, sentences.  We hear much about Fitzgerald ushering in “The Jazz Age,” and about the misfortunes of his personal life.  But what about his luminous sentences?  Writers know that an admirable career goal is to write a handful of truly beautiful sentences in one’s lifetime.  Hunter S. Thompson was dead-on in making a writing exercise of retyping the entirety of Gatsby.   My pencil moved almost as furiously as my eyes while I read:

Reserving judgments is a matter of infinite hope.

Two o’clock and the whole corner of the peninsula was blazing with light, which fell unreal on the shrubbery and made thin elongating glints upon the roadside wires.

He came alive to me, delivered suddenly from the womb of his purposeless splendor.

All the lights were going on in West Egg now; the electric trains, men-carrying, were plunging home through the rain from New York.  It was the hour of a profound human change.

No amount of fire or freshness can challenge what a man will store up in his ghostly heart.

He was a son of God – a phrase which, if it means anything, means just that – and he must be about His Father’s business, the service of a vast, vulgar, and meretricious beauty.

She was appalled by West Egg, this unprecedented “place” that Broadway had begotten upon a Long Island fishing village – appalled by its raw vigor that chafed under the old euphemisms and by the too obtrusive fate that herded its inhabitants along a short-cut from nothing to nothing.

But there was Jordan beside me, who, unlike Daisy, was too wise ever to carry well-forgotten dreams from age to age.

Describing why a sentence is beautiful is a little like trying to describe what chocolate tastes like.  For me, Fitzgerald’s sentences are somehow both profoundly weighted and soaring, confident in their matter-of-factness and indulgent in their romanticism.  How?  How?

3. Daisy’s voice and “the eyes of Dr. T.J. Eckleburg.” Do you remember these descriptions? (Perhaps your stellar high school English teacher made a point of highlighting these image-motifs for your consideration.)  Daisy’s voice is her most distinguishing feature in every scene in which she appears, and Dr. T.J. Eckleburg is the faded image on the billboard that looms over George Wilson’s garage.  Both haunt me, they vibrate in my mind and ear well after reading; I hear Daisy and see those gigantic eyes much more vividly than I recall Gatsby himself.   With these iterative descriptions, Fitzgerald impresses upon us the complex quality of Gatsby’s allure/repulsion to Daisy…

It was the kind of voice that the ear follows up and down, as if each speech is an arrangement of notes that will never be played again […] there was an excitement in her voice that men who had cared for her found difficult to forget: a singing compulsion, a whispered “Listen,” a promise that she had done gay, exciting things just a while since and that there were gay, exciting things hovering in the next hour […]

“She’s got an indiscreet voice,” I remarked.  “It’s full of –“ I hesitated.

“Her voice is full of money,” he [Gatsby] said suddenly.

…and disturbs the reader with a sense of formless moral scrutiny, particularly as the story builds toward crisis:

The eyes of Doctor T.H Eckleburg are blue and gigantic – their retinas are one yard high.  They look out of no face, but, instead from a pair of enormous yellow spectacles which pass over a non-existent nose.  Evidently some wild wag of an oculist set them there to fatten his practice in the borough of Queens, and then sank down himself into eternal blindness, or forgot them and moved away […]

Over the ashheaps the giant eyes of Doctor T.J. Eckleburg kept their vigil, but I perceived, after a moment, that the other eyes [Myrtle Wilson’s] were regarding us with peculiar intensity from less than twenty feet away.

4.  The novel is recognizable in form and craft, and yet still singularly affecting. Gatsby is both skillfully, and conventionally, plotted.  The yellow car/mistaken identify device, upon which the story’s climax and resolution hinge, feels almost Hitchcockian in its nod to the murder-mystery mixup.  Who’s driving which car and why convincingly fuels (literally) Gatsby’s inevitable demise, Tom and Daisy’s flight, and Nick’s final revulsion towards the excesses of Eastern privilege. Fitzgerald also makes deft use of setting descriptions to evoke complex emotions, imminent conflict, and juxtapositions throughout; and his physical descriptions of characters are concrete and evocative, frequently making excellent use of similes and metaphors.  In other words, it’s no wonder the book is on class reading lists; it conforms to/exemplifies so many of our writing-craft tricks of the trade.

At the same time, Fitzgerald’s social intelligence, flawlessly on display in Gatsby, is unmatched.  Maybe because social class is both much more fluid today, and more effaced, Fitzgerald’s needle-threading of the superfine points of class difference, always with the exact right detail, struck me this time around:

I couldn’t have talked to [Jordan] across a tea-table that day if I never talked to her again in this world.

In Gatsby, Fitzgerald also gets the essential doubleness of human nature so terribly, perfectly right.   Every character is pulled in (at least) two directions; love and hate, admiration and disdain, are of a piece in almost every relationship.  And the reader ultimately feels an unresolved, and yet somehow perfectly coherent dividedness about each character.

cover5. Redford was a terrible casting choice for Gatsby in the 1974 film version. Redford is good at iron-clad, outwardly confident sons-of-bitches whose insecurities manifest in nastiness.   David Chappellet in Downhill Racer, Hubbell Gardner in The Way We Were, Denys in Out of Africa, John Gage in Indecent Proposal.  But Gatsby is an uncertain shell of a character, as porous as he is determined:

…he stretched out his arm toward the dark water in a curious way, and, far as I was from him, I could have sworn he was trembling […]

An hour later the front door opened nervously, and Gatsby, in a white flannel suit, silver shirt, and gold-colored tie, hurried in.  He was pale, and there were dark signs of sleeplessness beneath his eyes.

In a current-day production, I’d think more along the lines of the nervous energy of, say, Matt Damon; or perhaps this was the role that, tragically, we never got to see Heath Ledger play.


Books we deem “classics” can get crusty in our collective minds.  We box them in, we confuse our direct experience of the book with someone else’s (a reviewer’s, a casting director’s, a teacher’s), we remember them as “this” or “that,” when in fact they are all of it and more.  Pull one off your shelf if you can spare the reading time; you’ll be amazed.

is author of the novels Long for This World (Scribner 2010) and The Loved Ones (Relegation Books 2016), which was a selection for Kirkus Best Fiction 2016, Indie Next List, Library Journal Best Indie Fiction, TNB Book Club, Buzzfeed Books Recommends, and Writer's Bone Best 30 Books 2016. She is deputy director at Film Forum, a nonprofit cinema in New York City, and she teaches media & film studies at Skidmore College and fiction writing in Warren Wilson College's MFA program. Learn more about Sonya here.


  1. Sarah Vowell: “In these fast and fickle times, it’s nice to know that there are some things you can always count on: the enduring brilliance of the last page of The Great Gatsby; the near-religious harmonies of the Beach Boys’ ‘California Girls’; and the lifelong friendship of Matt Damon and Ben Affleck.”

    Trite or not, Gatsby is definitely a yearly reread for me.

    Thanks for a great Monday morning read!

  2. This is a great piece, Sonya. I just reread Gatsby last summer for the first time since MY freshman year of high school, and I was fascinated by how much I missed the first time around. I had a good English teacher in that she was big on the literary experience, but it was never put into any kind of of sociocultural context. The whole postwar/assimilated-immigrant issue was never once touched on, not even alluded to. And man, that would have made such a difference to my experience, I think. (Another vaguely sheltered prep school kid here.)

  3. This fall, an absolute must for Gatsby fans in and around the NYC area is the production of “Gatz” at the Public Theater. It is a performed reading of the entire text of “The Great Gatsby.” Takes about 6 hours–it has received nothing but critical raves wherever it’s been performed. Check it out at the Public Theater’s website.

  4. This piece just uncomfortably reminded me of my high school (yes, a NE prep school) senior page and how I used the last page of The Great Gatsby as the quote beneath an emo photograph of me looking all serious (and probably disturbed) in a school bathroom.

    Maybe it’s time for a reread

  5. Personally, I thought that some of Fitzgerald’s sentences were perhaps a little funny — the kind of funny that is unintentional.

    “The prolonged and tumultuous argument that ended by herding us into that room eludes me, though I have a sharp physical memory that, in the course of it, my underwear kept climbing like a damp snake around my legs and intermittent beads of sweat raced cool across my back.”

    “I’d been writing letters once a week and signing them: “Love, Nick,” and all I could think of was how, when that certain girl played tennis, a faint mustache of perspiration appeared on her upper lip.”

    I just find these sentences a little ridiculous.

  6. Thank you for this Sonya.
    I re-read Gatsby every summer — along with Turgenev’s ‘Fathers and Sons’. I’d never heard of Hunter S Thompson writing out Gatsby, but I can see the abundant good sense in it. Each reading deepens my appreciation of the beautiful sentences and the huge reserve of emotion that reaches the surface in in small heartbreaking bubbles.

  7. Thanks for this reminder that I really should reread this soon.

    If you’ve not read it already, it’s also worth tracking down the early version of The Great Gatsby, when it had the working title of Trimalchio. From what I remember, there are some structural differences and some changes to the dialogue. Cambridge published it a few years back as part of their critical edition.

  8. All this: yet poor Fitzgerald had to go to his grave thinking the book was a failure.

    Writers cannot depend on contemporary criticism or popular acclaim.

  9. Great post, I recently re-read the novel as well.

    I envy the description of Daisy’s voice. I remember the first passage you quoted describing it distinctly. I think it is the description of her voice that makes me picture her as an attractive woman….

    & yes Matt Damon would make an excellent Gatsby!

  10. Ledger as Gatsby. I still get angry about all the things we will miss from that young man – we have a great book still to film down here, that he should have been part of – Tim Winton’s Dirt Music . Among many other things.
    Dunno that Redford was that bad – the impenetrability was possibly an asset. I struggle, watching that, to fathom why people were disappointed. The flatness speaks volumes. It would be easy to overact Gatsby, and I think it’s safer to underplay him.
    Damon, oh no no no. Can’t even see his face…too much of the everyman, which of course is his great strength.
    You have me thinking, Sonya! thank you.

  11. Thank you for extolling the pleasures of rereading this great book.

    Your comment about Gatsby’s awkwardness (and the miscasting of Redford) are spot on. There are numerous examples: “Once he nearly toppled down the stairs..”; “He lit Daisy’s cigarette from a trembling match…” and the business proposition he makes to Nick. I think Mia Farrow was miscast as well–I can think of several adjectives for her voice, but money is not one of them.

    My vote for gorgeous sentence, a description of West Egg: “I see it as a night scene by El Greco: a hundred houses, at once conventional and grotesque crouching under a sullen, overhanging sky and a lustreless moon.”

  12. John, I adore that El Greco sentence as well: the distortion perception…

    Certainly, I am no casting director. Given a little more time, I/we might come up with “the perfect” Gatsby for the screen.

    Shelley — I wanted to write a little about the vast discrepancy between Fitzgerald’s talent and his (sad) career, but ran out of time/space. It gives every writer pause to consider it. Perhaps a good topic for a future post.

    Thanks all for your comments; I love hearing what other people re-read on a regular basis.

  13. In my opinion (highly-underrated, naturally), The Great Gatsby is *the* premier work of American literature. It has everything you could ever want in a novel: mystery, seduction, daring dreams, nightmare realities, murder, heartbreak, tragedy, and sexy parties!

    It was always odd to me, having read Fitzgerald’s other works and coming away fairly unimpressed, how he was able to so thoroughly get it right with Gatsby. Perhaps genius only comes to some writers once in their lifetimes. I’m glad it came at least once to F. Scott Fitzgerald.

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