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, thanks in part to the subjective nature of valuing a work of art.

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.

Some estimate that roughly 70% of artifacts in museums are stolen

New York City assistant district attorney Matthew Bogdano targets the illicit art world. Bogdano claims that traders and traffickers of stolen art have often been able to get away with their crimes due to their connections with members of the elite. His efforts have led to the recovery of around 4,500 antiquities valued at around $300M.

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.

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.

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.

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.

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.

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.

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.

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.

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.

How literary agent Scott Meredith invented the modern book auction

Prior to the 1964 auction of "The Night Action" for $13,500 to New American Library, a gentleman's code persisted in the literary world: no manuscript should be shared with more than one publisher at a time. Meredith—the agent behind Norman Mailer, Carl Sagan, and Arthur C. Clarke—leveraged his deep knowledge of the talent pool to publishers, sending around manuscripts to 19 different publishers to generate a bidding war. The Beat-influenced novel eventually flopped and is now out of print.

Rockwell's 'Saying Grace' sold for $46M in 2013

The 1951 painting is classic Rockwell: an image designed for the cover of the Saturday Evening Post featuring a humble American family engaging in a traditional value. To date, it's the highest-grossing work in Rockwell's catalog. Its buyer? "Star Wars" director George Lucas.

Kurt Cobain's cardigan is the most expensive sweater ever sold at auction

Cobain wore the green button-up during Nirvana's "MTV Unplugged" performance. It hasn't been washed since then and has several stains as well as a cigarette burn. It sold for $334K in 2019. (Some users may experience a paywall.)

Burning Man's artists and architects create without seeking profit or fame

Each year Burning Man's Black Rock City sees major achievements in design. Many creators remain anonymous and do not seek fame, profit, or acclaim, valuing the process of creating, and seeking to cultivate culture and identity.

Top creators get paid millions of dollars per post

From the Kardashians to the world’s top soccer players, a handful of celebrities average hundreds of thousands, if not millions of dollars, per sponsored post. But brands aren’t willing to shell out that money for a high follower count alone. Creators must have high engagement rates on their content, too.

Andy Warhol’s famous works employed a 'machine-like' technique

Warhol’s silk-screen printing style—rough, noticeably imperfect, and painterly—was the result of a refined technique in service of a grainy tabloid aesthetic.

Beat Generation iconoclast William S. Burroughs once appeared in a Nike ad

Following the rise of grunge in 1991, major corporations sought to capitalize on the changing cultural tide by using "authentic" voices to bolster their brands. One of them was Beat writer William S. Burroughs, known for his iconoclastic novels "Naked Lunch" and "Junky," who appeared in a 1994 Nike ad, singing the praises of "the coming of the new technology."

Often dubbed the 'king of bank robbers,' George Leonidas Leslie stole an estimated $7M (equivalent to $200M today) and charged other criminals a $20K fee to evaluate their heist plans

Leslie studied architecture and used blueprints of safes and banks to execute meticulously planned bank heists across the Northeast between 1869 and 1878. Although Leslie was an infamous bank robber by night, he posed as a member of high society by day, providing critical intel on the institutions he'd rob and helping conceal his crimes. Months before his largest planned heist, where he planned to turn on his gang, Leslie's body mysteriously washed up along the Hudson River. His killer remains a mystery.

Peruse a running sale of collectible checks

The George H. Labarre galleries hold regular auctions of collectible checks, along with other numismatic items (such as coins, paper money, and so on). See the antiquated iconography on old checks from railroads, regional banks, and businesses.

Kanye abruptly left Nike in 2013 and took his Air Yeezys to Adidas for $10M

In 2009, Kanye West became the first non-athlete Nike produced a signature shoe for. However, Kanye left Nike for the company’s rival, Adidas, just a few years later. Kanye said Nike was stifling his creative vision, and he felt like he wasn’t getting enough royalties.

Autograph hunters form secretive networks to trade celebrity access tips

Inside the rarefied world of the autograph collector, individuals who will go to great lengths to gather celebrities' signatures.

Graffiti dates back to at least ancient Pompeii, where citizens scrawled messages to one another on public walls

In 2019, a laptop loaded with six of the worst malware in history and described as 'an exhibit of historical weaponry' sold for $1.3M.

Frank Lloyd Wright's houses are historically hard to sell because they're old, subject to local landmark commissions, and often unfashionable

The 1987 Nintendo video game 'Stadium Events' isn't known for being particularly fun, but its scarcity has made it a highly sought-after item that has sold for up to $35K at auction.

The tragic Pulitzer Prize-winning image 'The Vulture and the Little Girl' (1993) generated controversy, raised concerns about ethics in photography, and eventually led to the photographer's death.

See these 16 pieces of art evoking phobias of snakes, flying, spiders, and more. 

The most expensive ad of all time was for Chanel No. 5 perfume and cost roughly $33M to produce in 2004—about $57M in today's dollars.

Mid-century modern graphic designers, known for their bright colors and bold lines in advertising, also found success with children's books.

Georgia O'Keeffe's flower paintings are often assumed to be sexual, though the artist claimed she was simply interested in highlighting the beauty of flowers that most people neglect

Warren Buffett's former professor Benjamin Graham is known as the 'father of value investing,' a strategy in which investors seek to buy stocks trading below their intrinsic worth.

A small portion of The Winstons' 'Amen, Brother,' an obscure '60s gospel record, is the basis for thousands of hip-hop tracks, making it one of the most sampled records ever that's informally known as 'the Amen break.'

Sears sold DIY house kits starting at $600 in its famous catalog from 1908 through the 1940s, resulting in roughly 10,000 'Sears and Roebuck houses' being built.

The US dollar is the most widely circulated currency in the world, and is involved in nearly 90% of global transactions

Up to a million Girl Scouts sell about 200 million cookie boxes every spring, generating $800 million, largely because refusing a child is frowned upon

SpaceX's S-1 or 'prospectus' revealed many previously unknown details about the company, including its unprofitability despite doing $18.7B in revenue in 2025, exactly how many voting shares Elon Musk will have in the company (roughly 85%), and more.

Double world record holder Hunter Ewen helped conquer his fear of balloons, called globophobia, by training to win Guinness World Record titles for balloon inflation.

Mark Twain spent decades feuding with the US Postal Service, convinced its costs and regulations were bureaucratic overreach.

SpongeBob exemplifies Aristotle's philosophy for living well because he understands that happiness doesn't come from external factors like money, recognition, or power.

American dance legend Martha Graham, sometimes called 'the Picasso of dance,' refused to perform at the 1936 Olympics in Berlin and conceived the piece 'Chronicle' in response to the experience.

A 2019 Facebook event called on attendees to "Storm Area 51, They Can't Stop All of Us," resulting in countless memes, the creation of a music festival, and eventually the arrests of those who did try to approach the area.

Against his wishes, Albert Einstein's brain was removed before his cremation, and the pathologist responsible stored it for decades in mason jars within a beer cooler.

Some coin denominations have ridges etched on their sides, partly to prevent counterfeiting, in a practice called 'reeding.'

'Saturday Night Fever,' the 1977 film that introduced disco to the mainstream, was based on a fabricated magazine story.

'Silent' fireworks have gained more interest in recent years as a quieter celebratory option.