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

Punch Magazine pioneered the political cartoon

The 19th-century magazine, which published writers like Charles Dickens, William Makepeace Thackeray, was known for its biting satire and support for working-class issues.

Jules Feiffer revolutionized the political cartoon

Feiffer’s drawings for various newspapers functioned less as entertainment and more as editorial, skewering popular beliefs and accepted dogmas. In 1986, he was awarded a Pulitzer Prize for his work.

An illustrator named Thomas Nast helped create the Santa Claus we know today

Older depictions of Saint Nicholas present a tall and thin bishop, while 19th-century illustrations from Thomas Nast gave the world Santa’s iconic white beard, big belly, jolly smile, and red suit.

Joseph Pulitzer created modern journalism

Long before there was cable news, there were newspapers, and Joseph Pulitzer was their king. A Hungarian immigrant, Pulitzer began his career as a reporter himself before buying a newspaper that he could shape with his editorial vision. Pulitzer's papers were bold, provocative, and visually striking, setting a new standard for newspapers nationwide as they moved into the 20th century.

Read the New York Times profile of TAKI 183

The 1971 article about the young graffiti artist and his many acolytes exposed the burgeoning subculture to a large audience and also detailed the effort to clean the work from the city's walls. (Some readers may experience a paywall.)

Twain was a notoriously bad investor

After becoming a famous writer, Twain invested in railroad stocks, a magnetic telegraph, and a printing press that weighed four tons. Eventually, he founded his own publishing company, which ultimately led to his bankruptcy. “He is, in business,” one lawyer said, “just a big overgrown boy.”

How tax laws helped the federal government catch mob bosses during Prohibition

The IRS arrested top mob bosses during Prohibition after the Supreme Court ruled illegally-made income could be taxed. The IRS's biggest catch was Al Capone, who was charged with tax evasion and sentenced to 11 years in prison. But Capone wasn't the only bootlegger the IRS nabbed for tax evasion during this era.

NYC's first subway was built largely in secret

In 1870, Alfred Ely Beach secretly tunneled under Broadway in 58 nights, disguising his pneumatic subway as a mail tube to fool Tammany Hall, the corrupt political machine that ran New York City. Nearly half a million New Yorkers rode it before politics, and a stock market crash killed the project.

Hamilton publicly admitted to an affair to rebut corruption charges

In 1797, Alexander Hamilton published the Reynolds Pamphlet, confessing to an extramarital affair and blackmail payments to disprove accusations of financial corruption—clearing his name legally but ruining his reputation.

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.

Grant's third-term ambitions helped create the GOP's elephant symbol

In 1874, as Republicans debated Ulysses S. Grant possibly seeking a third term, Harper's Weekly ran a Thomas Nast cartoon showing a panicked elephant labeled "The Republican Vote." The image caught on, cementing the elephant as the GOP's enduring symbol.

New York mayor Ed Koch railed against graffiti in the '70s and '80s

Koch was outspoken in his hatred of the form and, during his three terms, launched an anti-graffiti campaign with the help of several New York celebrities. This 1984 BBC report documents some of the scorn graffiti artists had attracted, including from Grace Glueck, the New York Times' art critic, who said, "I don't consider it an art form on canvas at all."

The term ‘McCarthyism’ was coined by a political cartoonist

In February 1950, Senator Joseph McCarthy infamously proclaimed that he had a list of communist State Department employees. The next month, cartoonist Herbert Block published a cartoon in the Washington Post featuring a reluctant elephant (the mascot of the Republican Party) being pushed to stand on a wobbly tower labeled “McCarthyism.”

Joseph Pulitzer mainstreamed yellow journalism

One way Joseph Pulitzer revolutionized the newspaper industry was by developing an approach to reporting that relied on sensationalism and could be a little loose with the facts. Pulitzer and rival William Randolph Hearst pushed that sensationalism to the next level in their competition to attract readers.

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.”

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.

Will Rogers' political humor was an early predecessor to stand-up

Rogers got his start spinning ropes for circus shows and broke through his association with Florence Zeigfeld's Follies and Frolic. It was his humorous political commentary, though, that would solidify his celebrity status. His goodhearted ribbing of society's "big men" predated the common notion of stand-up comedians as truth-telling jesters.

Pulitzer's newspapers were intended for the masses

His newspapers, the St. Louis Post-Dispatch and the New York World, transformed journalism by marketing to a mass audience rather than just the elite.

Why cartoons are an ideal form for satire

For decades, TV shows like "The Simpsons" and "South Park" have satirized American culture and politics. Satire thrives on hyperbole, and cartoonists' ability to render the world in any way they choose allows for more elevated critiques.

The Times Square New Year's celebration originated as a party for The New York Times

The paper moved to the area, originally called Longacre Square, in 1904 and lobbied the city to rename it after the publication. The paper’s publisher, Alfred Ochs, threw a massive all-day party on New Year’s Eve to celebrate the opening of the paper’s headquarters, establishing the location as a destination for the holiday.

How the New Yorker went from poker game to powerhouse

After 100 years in print, the New Yorker is still going strong, publishing weekly issues featuring the best in long-form journalism, cultural criticism, and short fiction. This history of the magazine's founding and early years shows how its balance of high and lowbrow culture, along with a fortuitous game of poker, led to its longstanding success.

Experience Watergate through photographs

The Watergate scandal produced some of the most iconic images in American political history—especially the candid shot of Nixon boarding a helicopter while leaving the White House for the final time on Aug. 9, 1974.

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.

New York Times Co. v. Sullivan transformed libel law and the relationship between the press and public officials

The 1964 case arose when an Alabama official sued The New York Times over a civil rights advertisement he claimed was defamatory. The ruling makes it very difficult for public officials to win libel suits against the press unless they can prove deliberate falsehood.

The betting scandal that rocked college basketball

In the 1940s and '50s, illegal bookmaking in college basketball was rampant at Madison Square Garden. In the 1949-50 season, City College of New York players shaved points during games, though they played honestly in the NIT and NCAA tournaments, winning both. This OddsShark.com article explores how the points-shaving scandal was exposed, who went to jail, and its impact on the NIT and CCNY.

DeWitt Clinton’s “Big Ditch” gamble transformed New York

Mocked as “Clinton’s Folly” and “Clinton’s Big Ditch,” New York Gov. DeWitt Clinton championed the Erie Canal against skeptics. His political drive secured funding for the project in 1817.

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.”

August A. Busch, Sr. was gifted a six-horse Clydesdale hitch to celebrate Prohibition’s end

This helped reveal the marketing power of a horse-drawn beer wagon, so it invested in a second six-horse Clydesdale hitch. The Clydesdales soon went to New York, where they drew a crowd of thousands en route to the Empire State Building. Anheuser-Busch even gifted a case of Budweiser to New York Governor Alfred E. Smith in thanks for his help in the fight against Prohibition.

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.

Two Americans solidified the modern conception of Santa Claus in the 1800s

Clement Clarke Moore’s 1823 poem, now known as “The Night Before Christmas,” envisioned Santa riding a sleigh pulled by reindeer, making nighttime visits to provide gifts. Thomas Nast’s Harper’s Weekly illustrations in the 1860s–1880s established his distinctive appearance—large, bearded, and clad in an (often) red suit.

Writer Gay Talese has unorthodox practices for researching his stories

Since Talese began working at the New York Times in the 1950s, he has woven eccentric details into his stories about the people he covers. His immersive journalistic methods, such as living in a nudist colony, sparked controversy, but also helped him uncover aspects of people's lives.

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.

As graffiti grew more popular, New York worked to stop it

In 1972, the NYPD made over 1,500 graffiti-related arrests. By 1973, the city was annually spending $10M to remove and limit graffiti. That same year, a poll conducted by an anti-graffiti task force found that the "vast majority" of residents did not consider graffiti to be art.

Peter Tuchman is known as the 'Einstein of Wall Street'

Peter Tuchman has worked on the trading floor of the New York Stock Exchange for over four decades and ranks among the most famous traders in history. “I still get butterflies in my stomach every morning when I come into work,” he said.

Get to know the five families that ran the NYC mafia

In the 1900s, there were five families in New York City who dominated the crime scene. These five families organized expansive criminal operations—ranging from prostitution and price extortion to money laundering—and have inspired stories like "The Godfather."

The Pulitzer Prize has had its fair share of controversies

From fabricated articles to fiction that inspired FBI surveillance, these are five of the most controversial moments in Pulitzer Prize history. Among them is the Pulitzer board's decision not to give novelist Sinclair Lewis the 1921 award for fiction. This snub led the author of "Main Street" to become the first Pulitzer recipient to reject the prize in 1926.

The Nixon administration tried and failed to stop the press from publishing the Pentagon Papers

In 1971, the Supreme Court ruled against the government's attempt to block The New York Times and The Washington Post from publishing classified documents on the Vietnam War, delivering a landmark victory for press freedom.

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.)