In his classic essay Civil Disobedience, OG transcendentalist Henry David Thoreau wrote that “if a plant cannot live according to its nature, it dies; and so too a man.”

Thoreau didn’t have cannabis in mind, particularly, but his larger point—that it’s the sacred duty of all citizens to live according to our natures, and resist injustice, even if that involves breaking the law—certainly had a huge effect on the cannabis liberation movement. In fact, it’s very possible that over the last century, the global cannabis underground has engaged in the largest campaign of civil disobedience ever undertaken, at least in terms of the number of people actively participating. And this most senseless war is still far from over.

It’s very possible that over the last century, the global cannabis underground has engaged in the largest campaign of civil disobedience ever undertaken.

Somewhere in America right now, someone’s life is being needlessly disrupted by a cannabis arrest. The gears of that machine won’t stop turning until we legalize it everywhere, for everyone. In the meantime, our culture’s collective rap sheet tells a fascinating story. It’s a tale of authorities so crazed with power, so lacking in compassion, that they waged all-out war on a plant. It’s a story, too, of a resistance movement so vital and creative and determined that we beat them at their own game.

And so, here are some of the most famous and infamous busts that happened along the way.

Louis Armstrong

(Eddie Adams/AP)

The nation’s most famous, innovative, and revered jazz musician was also a devoted cannabis smoker. In fact, Louis Armstrong once referred to the herb he called gage as “an assistant and a friend.”

“You must see to it that I have special permission to smoke all the reefers that I want to when I want or I will just have to put this horn down, that’s all.”

Louis Armstrong, in a letter to his manager

Armstrong and his fellow vipers credited cannabis with stoking their creativity and enhancing their senses. “Satchmo” himself smoked two cigar-sized joints per day, especially favoring the herb before he performed, wrote music, or rehearsed.

One night in 1930, Armstrong was getting high with his drummer Vic Berton outside the Cotton Club in Culver City, California when things took an unfortunate turn, as he later recalled to his biographer.

“Vic and I were blasting this joint – having lots of laughs and feeling good, enjoying each other’s company. Just then two big healthy dicks [detectives] came from behind a car nonchalantly and said to us, ‘We’ll take the roach, boys.’”

Federal cannabis prohibition was still seven years away, but the Devil’s Lettuce had been outlawed in California in 1913. Anyway, it wasn’t the feds that set him up, it was a rival bandleader turned “stoolie,” as the arresting officers admitted while taking Armstrong into custody. He spent nine days in jail, time he later said only hardened his conviction that cannabis should be not just legal, but widely celebrated, especially as an alternative to alcohol, which he saw as the ruin of many young jazz players.


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As one of the world’s most famous entertainers, Armstrong’s words carried weight. So much that the feds did eventually target him for a bust, only they arrested his wife, on New Year’s Day in 1954, after discovering a small stash in her eyeglass case. In response, he wrote a defiant letter to his manager, saying, “You must see to it that I have special permission to smoke all the reefers that I want to when I want or I will just have to put this horn down, that’s all.”

Moses Baca

Much of what we thought we knew about the first American ever arrested under federal “marihuana” prohibition turns out to be wrong. As reported by Leafly in 2016, it wasn’t Samuel R. Caldwell, an unemployed laborer, who made history, as has been widely assumed. Two days prior to Caldwell’s arrest on October 3, 1937, 23-year-old Mexican-America Moses Baca got popped for possession of a quarter ounce.

Harry J. Anslinger, founding commissioner of the Federal Bureau of Narcotics and architect of federal cannabis prohibition, traveled by train to Denver to see both men tried and sentenced. After the judge handed down heavy jail sentences, calling cannabis “far worse than the use of morphine or coca,” and promising that the government “would enforce this new law to the letter,” Anslinger offered effusive praise for local prosecutors.


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“These men have shown the way to other district attorneys throughout the nation,” he told the Denver Post. “Marijuana has become our greatest problem. Its sale and use has found its way into at least twenty-five states.”

Hate to tell you Harry, but cannabis has since found its way into exactly double that many states.

Robert Mitchum

(AP Photo)

During the Great Depression, like many unemployed and displaced young people, Robert Mitchum lived the life of a train-hopping hobo. Along the way he picked up a taste for cannabis, which the future movie star credited with quieting the boredom and discomfort of those endless box car nights spent riding the rails.

When Mitchum moved to Hollywood and made it big, he kept right on smoking. The good times came to a stop on August 31, 1948. That’s the night Mitchum and a friend were blazing a joint with a couple of young actresses up in Laurel Canyon. Police raided through the back door, catching them in the act. Mitchum later pleaded not guilty to cannabis possession, but was convicted and sentenced to two years’ probation, with two months of that served in prison.

The scandal turned into a media sensation. Only not in the way the drug warriors who’d targeted Mitchum hoped. Because with a little help from Howard Hughes, then head of RKO studios (where Mitchum was under contract), the incident was used to burnish the actor’s bad-boy image, making him an even bigger box office draw when let out of prison than he was before getting busted.

Timothy Leary

Best known as a psychedelics advocate who advised the nation’s young people to “tune in, turn on, and drop out” while serving as a professor at Harvard University, Timothy Leary so frightened the powers-that-be back in the day that President Nixon declared him “the most dangerous man in America.”

But while he got high on his own supply of everything from LSD to magic mushrooms, Leary managed to avoid arrest until Dec. 22, 1965. That’s when, while driving across the Mexican border on a family vacation, a customs search of his car turned up four ounces of cannabis. Leary was convicted of possession under federal law, but appealed on the grounds that the Marijuana Tax Act forced him to incriminate himself.


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Leary v. United States eventually reached the U.S. Supreme Court, which ruled unanimously in Leary’s favor, striking down the Marijuana Tax Act as unconstitutional. Congress reacted quickly, replacing prohibition’s founding document with the Controlled Substances Act, which remains the underpinning of federal cannabis prohibition today.

And soon after that, Leary got busted again, for two joints that he said were planted on him. This time he got a twenty year sentence, but, with the help of the Weather Underground, he managed to escape in less than a year.

It’s quite a story.

John Sinclair 

In 1969, John Sinclair—poet, political agitator, and manager of the Detroit rock band MC5—was arrested in an undercover police sting that targeted him because of his political beliefs. Two undercover police officers spent months infiltrating Sinclair’s inner circle before he finally handed them two joints, which brought down a sentence of ten years in prison.

Two undercover police officers spent months infiltrating Sinclair’s inner circle before he finally handed them two joints, which brought down a sentence of ten years in prison.

John Lennon wrote a song about the injustice of it all, and in December of 1971 the ex-Beatle headlined a John Sinclair Freedom Rally in Ann Arbor, Michigan. Three days later, Sinclair walked out of prison (after serving two years). Citing the “cruel and unusual punishment” meted out against him, the Michigan Supreme Court went so far as to rule the state’s laws against cannabis unconstitutional.

The following April, the first Hash Bash went down on the University of Michigan Diag in Ann Arbor. The event was a celebration of Sinclair’s release and a call to push back against prohibition. Eventually, in the face of ongoing protests and political pressure, Ann Arbor would lower the penalty for possession to a $5 fine.

Robert Platshorn

The case against Robert Platshorn and his “Black Tuna Gang” sprung out of Operation Banco, the newly-formed DEA’s first attempt to investigate cannabis smuggling.

The operation burned through a lot of taxpayer money in the late 1970s delving into the drug trade in South Florida, only to see the big fish always slip through their nets. When the operation failed to notch a single high-profile prosecution, I.R.S. and U.S. Customs officials launched investigations of their own—into the failures of Operation Banco. What came next was fairly obvious. Somebody had to go down, hard.

So when U.S. Attorney General Griffin Bell announced the arrests at a national press conference in 1978, he called the Black Tuna Gang the “biggest and slickest” cannabis smuggling ring in U.S. history. Prosecutors used the Racketeering Influenced Corrupt Organizations (RICO) Act to nail Platshorn with a horrific sentence—64 years. Platshorn spent almost 30 years behind bars, earning the distinction of being America’s longest-serving cannabis prisoner.


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Set free at last in 2008, he self-published his memoir Black Tuna Diaries, and set off on The Silver Tour, a series of informational seminars on medical cannabis held at retirement communities near his South Florida home. The Silver Tour eventually grew into a full-fledged activism organization, one that played a leading role in helping to pass Florida’s medical cannabis law in 2016.

Platshorn remains a tireless advocate today, encouraging seniors to not only support medical marijuana as a political cause, but to try it themselves.

Brownie Mary

In the 1970s, a woman named Mary Jane Rathbun decided to start selling her “magically delicious” pot brownies as a way to share her love of cannabis, and supplement her income as an IHOP waitress. Soon business was booming, with Mary baking several dozen brownies every day to keep up with demand. A grandmotherly figure with curly gray hair, a kind-hearted disposition, and a sailor’s vocabulary, she quickly became a beloved figure in the Castro, San Francisco’s predominantly gay neighborhood. Even before the AIDS crisis hit, she served as a kind of mother figure to countless young people who’d left their families behind in pursuit of a community that accepted them and celebrated their lifestyle.

The police got involved in 1981, when the SFPD raided her apartment. Despite two further arrests, she never stopped baking.

As the AIDS crisis hit the city in the early 1980s, Rathbun quickly noticed two things: the disease disproportionately affected young gay men, and cannabis proved effective in combating some of their symptoms and restoring their appetites. So she began volunteering as a nurse’s assistant. While making the rounds in local AIDS and cancer wards, she made her brownies available to patients for free.

The police got involved in 1981, when the SFPD raided her apartment. The raid yielded 18 pounds of cannabis, and led to a court date for the 57-year-old edibles impresario, who was hailed as the Florence Nightingale of medical marijuana. Despite two further arrests, she never stopped baking.

In 1986, San Francisco General Hospital named her Volunteer of the Year. At the same time she worked with friend and fellow cannabis activist Denis Peron on Proposition P, a citywide medical marijuana ordinance that passed in 1991. That campaign eventually led to the passage of California’s Prop 215, the first statewide medical cannabis law, in 1996.