How the government caught Billie Holiday

The federal agents who followed Billie Holiday

After the success of "Strange Fruit," the Federal Bureau of Narcotics began surveilling Holiday on suspicion that she was using heroin. Jimmy Fletcher, an agent tasked with following her to clubs and parties, later said that they became quite close. "She was the type who would make anyone sympathetic because she was the loving type," he was reported as saying.

There's no proof that the government pursued Holiday because of 'Strange Fruit'

Music writer Lewis Porter disputes the events of "The United States vs. Billie Holiday," a 2022 film that dramatized the Federal Bureau of Narcotics' pursuit of the jazz legend. Porter notes that the FBN did indeed target Holiday, but believes it's important to note that it wasn't necessarily for the release of the protest song.

Understanding how Billie Holiday's traumatic childhood led her to drugs

At 10 years old, the jazz singer was raped and then returned to House of the Good Shepard under protective custody. Her rapist was eventually convicted, but the court still sent her to an all-girls Catholic reform school. Jake Brennan, the host of the Disgraceland podcast, believes those early events led Holiday to the transcendent world of performing, but that it also led her to the escape of drugs.

After her arrest, a technicality made it harder for Holiday to perform

The Cabaret Identification Card was required for all performers in New York nightclubs that served liquor. After her arrest and yearlong imprisonment, the New York Police Department revoked Billie Holiday's card, making it extremely difficult for her to earn money. The video features contemporary jazz musician Christian McBride breaking down the history of cabaret cards and how the ban affected Holiday.

As a girl, Billie Holiday fell in love with music while scrubbing the floors of a brothel

Record players were rarities in the 1920s, but Holiday had access to one at Alice Dean's, the brothel in Baltimore where she scrubbed floors. It was there that she listened to her heroes, Louis Armstrong and Bessie Smith.

The story of Billie Holiday's final performance

In her final days, Holiday was still performing—often at clubs outside of New York—though she was struggling with cirrhosis, an effect of her alcoholism. This excerpt from Paul Anderson's "Bitter Crop: the Heartache and Triumph of Billie Holiday's Final Year" details her final show in Lowell, Massachusetts, offering a tragic portrait of the singer running out of steam.

Analyzing Billie Holiday's impact on American poetry

Although Holiday is sometimes associated with the Harlem Renaissance, the Black cultural movement of the 1920s and '30s, scholar Whit Frazier Peterson argues that her real impact in poetry was on the Black Arts Movement, the more radical Black literary movement of the '60s and '70s that featured writers like Amiri Baraka, Sonia Sanchez, and Nikki Giovanni.

Watch Billie Holiday perform in 'The Sound of Jazz'

The 1957 CBS special, part of its series "The Seven Lively Arts," was a landmark broadcast that brought some of jazz's biggest names—including Holiday, Thelonious Monk, and Count Basie—to a national audience. Watch Holiday offer a stirring rendition of "Fine and Mellow" below.

Diana Ross starred in a Motown-produced biopic about Billie Holiday

The 1972 film "Lady Sings the Blues" was loosely based on Holiday's autobiography and starred Ross, then pursuing her post-Supremes solo career. The Motown production had big names (including Billy Dee Williams and Richard Pryor) and was nominated for five Academy Awards, including one for Ross' performance. You can watch the film below.

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.

The story of Dollree Mapp, whose legal challenge over her 1957 conviction for possessing "obscene material" led to a major strengthening of the Fourth Amendment

How a Cleveland woman who slammed the door on police changed the Fourth Amendment

In 1957, a bomb exploded under the front porch of boxing promoter Don King in Cleveland. When police received a tip to search Dollree Mapp's home, she refused to let them in. Her case went to the Supreme Court, resulting in a ruling that barred illegally obtained evidence from state criminal trials.

In 1985, one player said 40% of his colleagues used cocaine

The 1985 Pittsburgh Drug Trials found over a dozen MLB players taking the stand to testify about drug use around the league. Mets star Keith Hernandez, who was given immunity, testified 40% of players used cocaine. The trial led to seven convictions.

Ginsberg's 'Howl' portrayed people outside the American mainstream

The poem’s portraits of people on society's fringes—including vivid descriptions of drug use, psychiatric wards, and homosexuality—led to its seizure by US Customs agents and the arrest of its publisher Ferlinghetti. The American Civil Liberties Union defended both in a landmark trial that ruled the book was not obscene.

The Washington Post's Janet Cooke returned her Pulitzer

When Washington Post reporter Janet Cooke published her profile of a 8-year-old heroin addict named Jimmy in 1980, it created an instant uproar. Social workers, police officers, and even the mayor of Washington, DC all jumped into action to try to get the child help, but no one could find him. Within hours of Cooke receiving a Pulitzer for the piece, everything began to unravel as it was revealed that she had fabricated not just Jimmy's story, but her own as well. She eventually returned the award.

DJ Alan Freed was eventually charged in a 'payola' scandal

After popularizing rock 'n' roll, both as a genre and as a culture, Freed became an industry power player, producing movies, hosting concerts, and minting superstars. By the end of the 50's, Freed was charged with 26 counts of commercial bribery, for a scheme they called "payola," and investigated by the House subcommittee on Legislative Oversight.

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.

The story of Olympian Ryan Wedding's rise and fall as drug kingpin

After a disappointing finish representing Canada in the slalom at the 2002 Winter Olympics, Wedding turned to growing cannabis and selling cocaine. After serving prison time, he upped his game and came to control major drug routes in North America, finding himself on the FBI's 10 Most Wanted List. He was captured in Mexico City in January 2026.

How a government chemist founded the FDA—by poisoning people

The Poison Squad tells the story of government chemist Dr. Harvey Wiley who, determined to banish these dangerous substances from dinner tables, took on the powerful food manufacturers and their allies.

The long history of Kurt Cobain suicide conspiracy theories

Cobain died by suicide in 1994, but it wasn't long before fans began espousing conspiracy theories alleging that the government or his wife and lead singer of Hole, Courtney Love, had him killed. Seattle police revisited the case in 2014, but determined that it was indeed a suicide.

Several major artists have embraced manipulating the Billboard charts

Billboard is supposed to be an accurate, objective representation of the country’s listening habits, but artists and their fans have discovered ways to manipulate the magazine’s methodology in order to push tracks to the top of the charts. In 2018, Taylor Swift rewarded fans for purchasing her album multiple times; in 2020, Justin Bieber reposted suggestions that fans repeatedly stream one of his songs while they sleep.

An ESPN documentary alleged that Bobby Riggs threw the 'Battle of the Sexes'

According to a 2013 report, Riggs intentionally lost his 1973 match against Billie Jean King in order to settle a debt to organized crime. The documentary primarily relies on information from a man who claimed to have overheard a conversation about the fraud. King maintains that Riggs played to his full ability but was simply overconfident for his age.

A 1912 congressional bill attempted to prohibit fake photos in the US

In the 1800s, photographs were held up as indisputable resources of truth. But the photography industry devised ways to alter photos, resulting in the rise of fraudulent photos—from shots with celebrities to the turn-of-the-century version of fake nudes—prompting government intervention.

After her fellow cult members tried to kill her with an LSD-infused hamburger, one member of the Manson Family, the murderous cult led by Charles Manson, decided to testify against the group's leader.

A century of Billboard issues documenting the evolution of popular music.

Hawaii lived under martial law for nearly three years after Pearl Harbor

After the attack, Hawaii was placed under sweeping military rule—curfews, censorship, warrantless arrests, ID papers, and mass detentions transformed everyday life. More than 2,000 people were arrested within 48 hours of the attack, and the islands remained under martial law for nearly three years.

Jacqueline Jenkins-Nye—Bill Nye's mother—worked as a code-breaker in World War II

While in the Navy, she was recruited to work on Enigma to help decode messages from the German military. Historians estimate that the efforts of code-breakers may have collectively shortened the war by as much as two years.

A librarian stole $8M worth of rare books from Pittsburgh's Carnegie Library over 25 years

Greg Priore, who managed the library's rare book collection, systematically removed maps and prints and sold them through a local bookseller. He was eventually caught during a routine audit and sentenced to three years of house arrest.

See 33 images that became central to huge scandals, including a young Charles and Camilla, Michael Jackson's baby on a hotel balcony, and Hugh Grant's mugshot.

Watch a 1934 short film starring jazz legend Cab Calloway, a major figure in the Harlem Renaissance's music scene

The Beatles' US label rejected the band's first two singles, 'Please Please Me' and 'From Me to You,' with one executive calling the band 'dead in the water.'

Jimmy Carter signed a 1978 bill that legalized home brewing, a move credited with kick-starting the craft beer industry.

At the beginning of the 20th century, a group of young men ate standard American food—replete with food additives like borax and formaldehyde—as part of government research to better understand food safety.

One of the most famous portraits ever taken is 'Afghan Girl' (1984) by Steve McCurry, yet the subject Sharbat Gula went much of her life without being identified or benefitting from the image's success.

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.

When a Paris department store hesitated to sell Estée Lauder's perfume, she 'accidentally' broke a bottle, causing the smell to spread throughout the store and shoppers to start asking to buy the scent.

For centuries, Niagara Falls has been a magnet for daredevils seeking to conquer one of nature's most powerful wonders, with its 200-foot drop and water rushing at 32 feet per second with 280 tons of force.

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

Prince's sexually explicit 1984 track 'Darling Nikki' attracted the ire of the Parents Music Resource Center, an advocacy group that inspired the Parental Advisory sticker, even though the song ends with a Christian message.

Abraham Lincoln was almost assassinated weeks before his inauguration as he traveled from Illinois to DC through Baltimore in 1861; it took two independent claims for Lincoln to be convinced the threat was real

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

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.

In 1939, baseball star Lou Gehrig delivered his inspirational 'Luckiest Man' speech after retiring due to the health condition that now bears his name.

Comedy legend Catherine O'Hara, star of 'Schitt's Creek' and 'Home Alone,' quit 'Saturday Night Live' after just one week to return to her old job.

Experimental hantavirus vaccines and therapies, still under development, have long been funded by the US military.

The rivalry between Alexander Hamilton and Thomas Jefferson centered on federalism—the question of how much power the federal government should hold relative to the states.

Hotels in Cannes, the glamorous city on the French Riviera, hire hawks to ward off seagulls during the city's famous film festival.

The US first hosted the World Cup in 1994, a tournament that lives in soccer infamy for its poor planning and the murder of Colombian player Andres Escobar, who'd accidentally scored on his own net.

A vending machine run with Anthropic's AI went out of business after it was convinced to give away items for free and sell a video game console.

Calculate how much of your tax dollars go to each federal program based on your income, filing status, and number of children