Twain was a notoriously bad investor

As a child, Twain worked as a 'printer's devil'

Twain’s father died in 1847, forcing the 12-year-old Twain to leave school to earn money for the family. He took up work in a print shop as a “printer’s devil,” or an apprentice. He became fascinated with the technology, an experience he’d pursue further when he became a journalist several years later.

Twain read (and lampooned) classic literature

Ever the ironist, Twain claimed to have “ no liking for novels or stories.” Obviously, that was untrue: He read widely, devouring books by Charles Dickens, slave narratives, and texts on astronomy. He also loved John Milton’s “Paradise Lost,” which he called “something everybody wants to have read and nobody wants to read.”

Twain ruthlessly criticized other writers

The writer was known for lambasting popular writers of his time, including Jane Austen and Robert Louis Stevenson. One of his most famous takedowns is “Fenimore Cooper’s Literary Offences,” an essay that simultaneously mocks Cooper’s popular adventure tales and satirizes the pretentiousness of literary criticism. Remarking on Cooper’s novel “The Deerslayer,” Twain wrote, “its conversations are—oh! Indescribable; its love-scenes odious; its English a crime against the language.”

Mark Twain had many gripes with the US Postal Service

Twain often complained about the cost of postage and the service's inefficiencies, often sharing these criticisms in newspaper opinion pieces. Still, in 1907, the USPS issued a commemorative stamp featuring his face.

Mark Twain once challenged a rival newspaper editor to a duel

While writing for a newspaper in Virginia City, Nevada, Twain published a story about a local fundraiser, accusing the paper’s rival of rescinding their donation. The problem was that the story was untrue: It was a hoax that he had concocted while drunk. The affair led to a protracted, public back-and-forth, with Twain challenging the editor of the rival paper to a duel; likewise, two other men challenged Twain to a duel. Twain ultimately left town, but wrote about the episode later on in an essay titled “How I Escaped Being Killed in a Duel.”

Twain claimed to possess 'mental telegraphy'

In an 1891 essay, the writer claimed to possess psychic powers. It’s something that seemingly supported by his mother and his own death: Twain predicted he would die the day after Halley’s Comet returned in 1910, which did indeed happen.

He made a name with a short story about jumping frogs

Twain’s first big break came with “Jim Smiley and His Jumping Frog,” a fictitious story that appeared in a 1865 edition of the New York Saturday Press. (When it was republished elsewhere, the title was changed to “The Celebrated Jumping Frog of Calaveras County.”) That year, American poet James Russell Lowe called it “the finest piece of humorous literature yet produced in America.”

Biographer Ron Chernow believes Twain's legacy embodies 'the best and worst of our culture'

Twain’s childhood hometown of Hannibal, Missouri, attracts countless tourists seeking Twain-themed reenactors and museums. Ron Chernow, author of a 2025 about the writer, argues that the ongoing interest in Hannibal and in Twain’s writing is because his work and life typify the American experience.

Twain grew up in Missouri near the Mississippi River

When Twain (then known as Samuel Clemens) was 4 years old, his family moved to Hannibal, Missouri, a port town along the Mississippi River. Hannibal would eventually be the setting for two of his most famous works: "The Adventures of Huckleberry Finn" and "The Adventures of Tom Sawyer."

Many consider Twain 'the father of American literature'

In "Green Hills of Africa," Ernest Hemingway declared that all modern American literature sprang from Twain's "Adventures of Huckleberry Finn." That's a sentiment shared by many scholars, who assert that Twain's book changed American fiction by challenging the country's racist history and incorporating a more realistic vernacular.

Clemens' pen name 'Mark Twain' is a nautical reference

Samuel Clemens became a steamboat pilot’s apprentice in 1857 while writing a travelogue for a small newspaper, and earned his pilot’s license two years later. During that time, he learned the term “mark twain,” which meant 12 feet, something shipworkers would yell when they were approaching shallow waters. In 1861, he signed a travel letter under the pseudonym “Mark Twain” and used it for the rest of his career.

Twain served in a Confederate militia for two weeks

In 1861, a 25-year-old Twain joined the Marion Rangers, a pro-Confederate militia. The group disbanded after two weeks upon hearing that Ulysses S. Grant, General of the Union Army, was headed their way. Twain moved to Nevada, where he eventually took a job at a newspaper.

Mark Twain started writing 'The Adventures of Huckleberry Finn' to distract himself.

Twain didn’t start wearing his iconic white suit until later in life

The writer first wore the white suit in 1906, at the Library of Congress. “I have reached the age where dark clothes have a depressing effect on me,” Twain told the Washington Post. “I prefer light clothing, colors, like those worn by the ladies at the opera.”

Mark Twain was an early influence on stand-up

The writer’s live lectures looked a lot like modern stand-up comedy specials. Twain’s world tour in the 1890s featured 90-minute performances in which he stood alone on the stage, delivering long, comedic monologues with his hand perched on his chin.

A rush to invest in British rail in the 1840s led to investor ruin

During “Railway Mania,” speculative excitement pushed British rail shares to extreme valuations as investors chased rapid expansion. When costs ballooned and profits failed to materialize, the bubble collapsed in 1847—wiping out fortunes across the country.

Famed American investor Jesse Livermore made millions when the stock market crashed in 1929

Livermore made his first major short against rail company Union Pacific in 1906, coincidentally before an earthquake in San Francisco, which ultimately tanked share prices. During a financial panic the next year, JP Morgan reportedly asked Livermore to increase his long-term investments to restore hope and restabilize the market—which Livermore did. However, Livermore began betting against the market in 1929, sensing that stocks were too hot, and was one of the few people to benefit from the 1929 stock crash.

Mark Twain coined the phrase 'The Gilded Age'

The writer's 1873 book "The Gilded Age: A Tale of Today" (cowritten with newspaper editor Charles Dudley Warner) satirized the speculative investing and greed that took place following the Civil War. That era is now known as the Gilded Age, a term derived from the novel. (Some readers may experience a paywall.)

Mark Twain abhorred Jane Austen's writing

Twain was no fan of the novelist, calling her work "impossible." In an 1898 letter to a friend, Twain wrote, "Everytime I read 'Pride and Prejudice' I want to dig her up and beat her over the skull with her own shin-bone."

Read the works of Mark Twain

Twain's books are in the public domain, meaning they can be freely distributed. Digital versions of his classic novels—including "The Adventures of Huckleberry Finn," "The Adventures of Tom Sawyer," "A Connecticut Yankee in King Arthur's Court"—as well as many of his short stories and satirical essays can be accessed through Project Gutenberg.

Thomas Edison captured the only known footage of Mark Twain

The inventor was a pioneer in the early film industry and made his own motion pictures. In 1909, he shot a short film featuring Twain at Stormfield, his property in Connecticut. In it, Twain wears his iconic white suit and drinks tea with his daughters.

Mark Twain invented an unsuccessful board game

“Memory Builder” was based on pinning historical events in their correct chronological order. It was test-marketed in 1891, but never took off. One critic said, “The game looked like a cross between an income tax form and a table of logarithms.”

Henry David Thoreau's family's pencil-making company helped fund the transcendentalist writer's books.

Mark Twain was one of the first writers to cover surfing.

Tesla's lack of business savvy and inability to commercialize led to his obscurity

For decades, despite pioneering technologies for large-scale electrical systems and telecommunications, Nikola Tesla had been forgotten to history. Rather than monetizing his work and becoming more well known, his inventor-first mentality saw him sell off lucrative patents to fund new experiments in the short term.

'Huckleberry Finn' has a long history of book bans

Twain’s most famous novel was first banned in March 1885. Librarians in Concord, Massachusetts, called it “suitable only for the slums.” Since then, it’s been banned many more times, mostly because of how it deals with race. In recent decades, its use of the N-word, has led to its removal.

Take a virtual tour of Mark Twain's Connecticut mansion.

After finding success as a novelist, Dickens started his own newspaper

Dickens made enough from "Sketches by Boz," "The Pickwick Papers," and "Oliver Twist," that he was able to work full time as a novelist. Still, he was still interested in journalism and decided to publish his own newspaper, the Daily News, in 1846. After 17 issues, he felt he no longer had time to focus on his novels and handed the operation off to a friend.

Understanding Thoreau's critique of American work

John Kaag, a coauthor of "Henry at Work: Thoreau on Making a Living," explains how the writer is often mischaracterized as a layabout who avoided responsibilities. Kaag, though, notes that Thoreau was a jack-of-all-trades—working as a schoolteacher and a handyman, and even for his father's pencil-manufacturing company—who came to believe that relentless striving was getting in the way of authentic living.

Mark Twain once panned 'A Christmas Carol'

The American writer was not a fan of the book, finding it shallow. In an 1867 review, he wrote, "There is no heart. No feeling—it is nothing but glittering frostwork."

Twain's ‘To the Person Sitting in the Darkness’ satirized American imperialism

The 1901 essay was a response to the Philippine-American War as well as Rudyard Kipling’s poem, “The White Man’s Burden,” which argued that Western nations had a moral duty to rescue non-Western nations from ignorance. Twain’s essay ironically encouraged lecturing citizens of the countries being invaded: “for the sake of the Business we must persuade him to look at the Philippine matter in another and healthier way. We must arrange his opinions for him.”

Walt Whitman wrote a temperance novel

Before “Leaves of Grass” there was “Franklin Evans,” a novel about a young man whose drinking ruins his life. Whitman all but disowned the novel for the rest of his life, though critics note that he preached teetotaling throughout his life.

One actor made a career out of playing Mark Twain

Hal Holbrook toured in the one-man show “Mark Twain Tonight!” for over six decades. In the performances, Holbrook wore Twain’s iconic white suit and offered witticisms similar to Twain’s famous lectures. Holbrook won a Tony Award in 1966 for a Broadway run of the show.

JP Morgan Jr. once angered the nation with his zero-dollar tax bill

In the aftermath of the Great Depression, Congress learned that Morgan and his banking partners had avoided paying any federal income tax in 1931 and 1932. By claiming their losses in the stock market, they seemingly erased what they owed.

Warren Buffett has said not investing in Google or Amazon early enough was a mistake on his part

After avoiding investing in tech stocks during the dot-com boom, Buffett's stance on investing in tech was widely criticized. Buffett later shared his thoughts on why he regrets not investing early enough.

Benjamin Franklin advocated for the use of paper money and even engineered some key anticounterfeiting techniques used today.

Cartoonist Thomas Nast helped bring down Boss Tweed, one of America's most corrupt political bosses.

In 1965, Warren Buffett took over Berkshire Hathaway, a failing textile company

After buying bulks of its stock, Buffett then flipped Berkshire Hathaway into the most successful and largest holding company in the world, which owns companies like Geico, Duracell, and Fruit of the Loom.

Warren Buffett has been criticized for avoiding investing in tech stocks during the 1990s dot-com boom, as he wasn't confident in the future growth of the tech industry.

Warren Buffett began investing at 11 years old

He then bought his first property at 14 years old. From studying under the “father of value investing” to revitalizing a textile company into the largest holding company in the world, Buffett’s career is one of great financial success.

Twain invented a clasp that's still used for bras

In 1871, Twain patented an “improvement in adjustable and detachable straps for garments.” Although he intended it for “vests, pantaloons, or other garments requiring straps,” it’s mostly used today in brassieres.

A look at the biography of Sam Bankman-Fried by author Michael Lewis

Michael Lewis released a book, "Going Infinite," on the day the subject of the book began his high-profile fraud trial. The book delves into the life of Sam Bankman-Fried, a young billionaire in the cryptocurrency world. Find out what the bestselling author discovered over two years and 100 interviews with Bankman-Fried.

When Dickens was 12, his father was imprisoned for debt

John Dickens was imprisoned at Marshalsea Debtors' Prison in London for failing to pay his debts. The experience forced the young Charles to leave school to help provide for his family. It also eventually informed his fiction, which often called for social reform, including the abolition of debtors' prisons.

Dissecting the legend of Sam Bankman-Fried

Sam Bankman-Fried, the founder and former CEO of FTX, a cryptocurrency exchange, rose to fame as a crypto visionary and was hailed as a genius. But he had a quick downfall in late 2022 when reports surfaced, implicating him in massive fraud.

The 'Looney Tunes' character Wile E Coyote was inspired by Mark Twain's description of the animal in his 1872 memoir.

Just because a big name company is going public doesn’t guarantee a successful stock

A reporter dove into how highly anticipated IPOs can still be risky, and why retail investors should be wary of investing right away.

Read a timeline of all of Elon Musk's business ventures, from the software company Zip2 in the 1990s to Musk's Twitter acquisition.

Ray Dalio considers betting against the US debt load in 1982 among his biggest failures

In the early days of his hedge fund, Bridgewater Associates, Ray Dalio calculated that the US had accumulated more debt than it was possible to repay. He took short positions in the market that backfired when the Federal Reserve cut interest rates and avoided a global economic collapse. Dalio lost everything and even had to borrow $4K from his dad—but often describes this experience as one of the most pivotal moments in his career.

Dickens' first novel was a satire informed by his reporting

"The Posthumous Papers of the Pickwick Club" was a series of illustrations and accompanying stories serialized in newspapers from 1836 to 1837. Dickens drew on his previous experiences as a Parliamentary reporter to flesh out the story of Samuel Slumkey, a politician running for office. He wins the election thanks to a well-timed bribe.

Bezos has frequently cited a 1999 article titled Amazon.bomb to illustrate how dire the early predictions about Amazon got

Over the years, Amazon founder Jeff Bezos often recalls how wrong the predictions in the 1999 Barron’s cover story were. Among other things, that article declared Amazon’s entire business model to be unsustainable and destined to fail, noting its lack of profit and dependence on a massive amount of capital to fund its growth.