Banksy once sold his highly valued artwork on the street for $60

Banksy turned graffiti into high art

The anonymous artist is renowned for his puckish, often stenciled street art. He's also known for the eye-popping sales those works command once they're up for auction. This podcast dives into the history of the singular artist, exploring how a British graffiti artist became a cultural icon.

Basquiat's paintings are among the most sought after works in the art world

Although he was popular during his lifetime, Basquiat’s legend has only grown in the decades since his death. In 2017, an untitled work from 1982, sold for $110.4M. More recently, an early work, 1981’s "Crowns (Peso Neto)," earned $48.3M. That work is pictured below.

Art theft is the third-largest source of criminal revenues worldwide.

Successful art thieves run into the problem of having a painting too famous to sell

This potentially explains why some robbers hold onto these pieces for years, even decades. Security experts say no reputable art dealers, or even black-market dealers, are willing to sell stolen works by famous artists like Van Gogh or Modigliani.

View Jean-Michel Basquiat's artwork

The iconic artist had a short career, but he produced a massive body of work and changed the style of American art by bringing together pop art, graffiti, hip-hop, and punk. His work still hangs in galleries across the world. View scans of the most famous ones here.

Basquiat helped move graffiti from the streets to the galleries

He took graffiti's aesthetics—cryptic slogans, bold colors, and repurposed iconography—and placed them on his canvases, helping to create what some called "post graffiti." These short documentaries, produced in 1982 and 1983, capture the nascent movement as it emerged in the mainstream art world.

Keith Haring was inspired by graffiti's accessibility

The visual artist—known for his vibrant pop art—loved how graffiti was a democratic form, available to everyday people who wouldn't otherwise visit museums or galleries. He began drawing chalk murals in New York subway stations, remarking that it was an ideal venue because it attracted a diverse audience.

New York named a street after Basquiat in 2025

The influential pop artist made his name (and developed his unique graffiti-inflected style) in the city's East Village. In 2025, the city added his name to one of the neighborhood's streets in his honor. (Some readers may experience a paywall.)

The theory behind public art

Proponents of public art, including graffiti, argue that its free access and visibility breaks down the elitism and financial barriers of galleries and museums, allowing people to interact or ignore the work as they see fit.

Graffiti exists in a legal gray area

"Street art" has become a major seller in the art world, yet many states still consider graffiti to be illegal vandalism. Copyright law complicates the situation further, offering protections for "original works of authorship fixed in a tangible medium of expression," even if they've been created illegally.

Basquiat produced more than 1,000 paintings in 10 years

He worked incredibly quickly, producing an estimated 1,000 paintings and 2,000 drawings during his 10-year career. Despite having little formal training, Basquiat was an autodidact who read and consumed widely, then rapidly infused those influences into his work.

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.

Read the New York Times Magazine’s 1985 cover story on Basquiat

The profile, entitled “New Art, New Money,” captures the artist in the middle of his rise to fame. It also hints at some of his frustrations with that position. In talking about the demands a gallery placed on him, he said, ''I wanted to be a star … not a gallery mascot.'' (Some readers may experience a paywall.)

Priceless paintings were quickly taken during a 2008 raid of a Zurich museum

Three men walked into Emil Bührle Foundation during open hours. One of the men pulled out a loaded gun and forced the museum staff to the floor, while the others stole four paintings close to the door. The stolen paintings included a Degas, a Monet, a Van Gogh, and a Cezanne, totaling a whopping $160M in stolen art.

Picasso is the bestselling painter of all time

Picasso’s artistic legacy remains lucrative 50 years after his death. His output was immense, and several individual works have sold at auction for over $100M. Those sales were not only jaw-dropping but also historic, leading to Picasso’s place as the top-grossing artist of all time.

One Martin Wong painting contains a secret homage to graffiti culture

After the Metropolitan Museum of Art acquired painter Martin Wong's "Houston Street," they discovered there was another work on the back of the canvas that featured contributions from some of the luminaries of the 1980s New York graffiti scene.

Some robbers have been able to steal works of art with surprising ease

A number of heists have taken place in just a few minutes, relying on a small team and minor weapons. Once pieces are stolen, some are sold as high-quality replicas, leaving art collectors unknowingly holding original masterpieces in their collections.

Trove of posthumous paintings reveals Basquiat's technical skill and process

The Louisiana Museum of Modern Art exhibited 50 paintings by the artist in 2026 that had not been shown before. Focused primarily on heads and anatomy, the artworks are touched with signs of his process: smudges, footprints, splashes. The exhibit is annotated with comments from contemporary artists on Basquiat's visionary skill, with some describing him as one of the world's greatest. View a sampling and read more about them here.

Blondie's Debbie Harry was Basquiat's first buyer

The frontwoman appeared alongside the artist in the film “Downtown 81” and, afterward, purchased the 1981 painting “Cadillac Moon.” It was the first painting on canvas that Basquiat sold and a sign of the style and success that would follow.

Basquiat and Warhol were friends and collaborators before a bitter falling out

The two men were tight, but they also offered what the other lacked in the art world: Basquiat inspired Warhol, and Warhol gave Basquiat art-world credibility. They began working together, producing 160 collaborative works between 1983 and 1985. A 1985 exhibition of their joint works was a massive flop, though, and the friendship never recovered.

Salvador Dalí apparently conned Yoko Ono

Dalí often drew on the back of restaurant checks as a form of payment to avoid spending actual cash. He even ripped off his friend, Yoko Ono. Ono reportedly asked for a strand of his mustache. Dalí feared occult activity and sent a blade of grass, receiving $10,000 for it.

Purchasing art is a common money laundering technique

Art is easy to transport internationally, susceptible to price inflation, and usually paid for with cash, making it a frequently used money laundering tactic. Additionally, loose regulations surrounding art transactions allow buyers to remain anonymous, adding an additional layer of ease for people trying to launder money.

In 2023, a Dalí painting was purchased from a house clearing sale for $200

"Vecchio Sultano," a 1966 work by Salvador Dalí, was sold in a house clearance sale in the UK in 2023.

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.)

Before using his own name, Jean-Michel Basquiat tagged his graffiti as SAMO

In the late '70s, Basquiat, alongside Al Diaz, began tagging downtown New York with the name "SAMO©," usually followed by a phrase criticizing the art establishment. The tag became notorious in the New York art scene, and Basquiat eventually revealed he was behind it.

Two men dressed as cops stole artwork from a Boston museum valued at over $500M at the time

On March 18, 1990, the thieves entered Isabella Stewart Gardner Museum pretending to be police officers responding to a disturbance. After overpowering and handcuffing the guards on duty, they stole 13 precious items, including works by Rembrandt and Manet. The theft is the largest art heist in US history. The pieces are still missing, and the museum is offering a $10M reward to anyone who provides valuable information about their location.

Pop art brought 'low culture' to the fine art world

Pop art’s embrace of kitsch American pop culture furthered a centuries-long tradition of the visual arts during the second half of the 20th century. Its most famous exemplars, including Andy Warhol, were heirs to a vast tradition they sought to transcend and upend.

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."

After the death of jazz legend Charlie Parker, Beat Generation poet and artist Ted Joans adorned New York's walls with some of its earliest graffiti that read 'Bird lives!'

An indie film helped launch Basquiat's art career

Basquiat starred in “Downtown 81” as a struggling artist, which was not far from reality. In fact, the paintings that he carries throughout the film are some of his earliest works. The production gave him canvas and paint, which he used to create other paintings.

Mark Rothko demanded a high-end restaurant remove his paintings

The artist was commissioned to paint murals for a Four Seasons restaurant on the ground floor of New York's Seagram Building. After attending the restaurant, he demanded his paintings be taken down and agreed to return his $35K payment, saying, “anybody who will eat that kind of food for those kind of prices will never look at a painting of mine.”

A unique art piece became the most expensive NFT when it sold for $92M

Non-fungible tokens sold for millions of dollars during their popularity peak from 2021 to 2022, with the top ten most expensive NFTs all costing upwards of $7M.

In 1974, Norman Mailer touted graffiti as an intellectual art form

The Pulitzer Prize winner explored the style in his 1974 Esquire essay, "The Faith of Graffiti," before expanding on it in a book with 81 photos by Jon Naar. In it, he traces the form back to its ancient roots and compares graffiti writers to Renaissance painters.

The 1980s neo-pop movement put pop art back in the zeitgeist

Pop art’s legacy is perhaps best exemplified in its longevity. Long after the end of pop art’s classical phase, a neo-pop revival ushered in a new cohort of artists like Murakami, Hirst, and Koons who brought pop once again to the top. To this day, contemporary pop artists—young and seasoned—command high prices on the open market.

Jeff Bezos has an art collection worth hundreds of millions

The collection includes an oil painting by Pablo Picasso that was once part of Picasso's personal collection. Bezos purchased the painting in a 2023 Sotheby's auction.

Basquiat's crown motif acts as an artistic signature

While tagging graffiti across New York, Basquiat began to appreciate the power of repetition and branding, especially while establishing mystique through his “SAMO” tag. Some art critics argue that his crown motif serves a similar purpose, enabling viewers to recognize his work immediately.

Meet the Dutch art detective who's recovered a Van Gogh, Dali, and Picasso

Known by some as the "Indiana Jones of the art world," Arthur Brand has recovered more than 150 stolen paintings and artifacts. He works independently, existing as a helpful bridge between the police and the people who might know where the stolen art is hiding. He is motivated by the thrill of the chase more than any financial payoff.

Stolen art is often ransomed rather than resold because it is too risky for collectors to purchase.

In the '70s, graffiti moved to subway cars

Unlike static walls, the silver cars moved throughout the city, like a canvas in perpetual motion. That made them highly desired by graffiti artists, especially because tagging them was considerably more difficult and, in turn, more impressive than a simple tag in an alley.

The documentary 'Style Wars' captured graffiti at its height

The film explored the tension between graffiti's innovation and its illegality, following some of its most popular artists, such as Mare 139 and Futura, as well as its detractors, including Mayor Ed Koch. The documentary first appeared on PBS in 1983, introducing the movement to a national audience. You can watch it in its entirety below.

Andy Warhol's presence continues to persist in pop culture

Warhol produced iconic album art for The Rolling Stones and The Velvet Underground. He also inspired rappers Jay-Z and Tyler, the Creator. Warhol’s immense influence on art and pop culture elevated him to celebrity status, and his identity and style continue to be referenced in sometimes unexpected corners of cultural consciousness.

Basquiat impressed Warhol by quickly painting a picture of the two men

After Jean-Michel Basquiat was introduced to Andy Warhol in 1982, Warhol took a Polaroid photo of the two of them, and Basquiat ran home (about a mile and a half) to paint it. Two hours later, he returned with Doz Cabezas. The act impressed Warhol, who mentored the young artist.

Salvador Dalí once conned Yoko Ono

A quirky story often told about Salvador Dalí claims that in 1969, Yoko Ono offered him $10,000 for one of his famous mustache hairs. Allegedly wary of occult intentions, Dalí instead sent her a blade of grass. While the tale is debated, it fits neatly into Dalí's eccentric public image and his later-life reputation for turning playful stunts into profitable moments.

Graffiti has its own visual language, including simple 'tags,' large block letters, and complex 'pieces.'

The criticism of 'selling out' has waned in the 21st century

Although patronage was a regular part of artists’ income throughout the 19th century, the insult “sell out” gained prominence in the 1950s. The jazz and folk communities, in particular, levied the term at artists they believed had sacrificed their integrity for financial gain.

Andy Warhol, explained

Andy Warhol wasn't just an artist—he was a cultural force. From his early days working as a New York illustrator to managing The Velvet Underground and creating experimental films, Warhol blurred the line between art and commerce, leaving a legacy that changed pop culture forever.

David Hockney was renowned throughout the late 20th century for his colorful paintings, though later in life he drew attention for experimenting with his iPad.

Listen to a podcast episode about the time a 'Bored Ape' NFT—a valuable, unique digital asset stored on a blockchain—was kidnapped.

Learn about eight art heists that have gone terribly wrong

Half-baked plots, car troubles, and poor forgeries are some examples of blunders that led to failures in stealing works of art. For example, one heist by armed gunmen led to the theft of 20 van Gogh paintings. Before the robbers could declare victory, a flat tire on one of the getaway cars forced them to abandon the Dutch master's works and escape. They were later arrested for the crime.

How art-backed loans work

Using your art collections—some of which are valued in the millions—to secure a loan is becoming more common among collectors. Here's a breakdown on how banks and private lenders are making best of the opportunity in liquidity.