1924: The Lawman Who Outlived the Wild West, Gunned Down by a Drunk Prohibition Agent

Bill Tilghman had survived three decades of gunfights with the likes of the Doolin gang, becoming one of the most celebrated marshals of the American frontier. At 70, long past his famous years, he took one more job: cleaning up Cromwell, Oklahoma, a lawless oil boomtown soaked in bootleg whisky and corruption.

On 1 November 1924, a federal Prohibition agent named Wiley Lynn, drunk and firing his pistol wildly in the street, drew Tilghman’s attention. The old marshal moved in to disarm him as he had disarmed countless outlaws before. Lynn shot him dead instead. The killer, himself notorious for corruption, stood trial but was acquitted, walking free from the death of the man sent to clean up the very town he had helped poison.

Portrait of lawman William Bill Tilghman
Portrait of lawman William Bill Tilghman

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1955: He Bombed His Mothers Suitcase and Killed 44 Strangers Aboard Flight 629

Jack Graham wanted his mother dead and her life insurance money in his pocket, and he did not much care who else was on the plane. He packed a dynamite time bomb into his mother Daisie King’s checked luggage before she boarded United Airlines Flight 629 out of Denver on the evening of 1 November 1955, bound for Alaska. Minutes after takeoff the Douglas DC-6B exploded over farmland near Longmont, Colorado, killing all 44 people aboard.

Investigators who pieced together the wreckage traced the blast to luggage in the cargo hold, and found Graham had form: he had collected an insurance payout earlier that year after his mother’s restaurant was destroyed in a suspicious gas explosion. He confessed, then recanted at trial, claiming he had only admitted guilt to stop the FBI pressuring his wife. Since no federal law at the time made it a crime to destroy an aircraft, prosecutors charged him simply with his mother’s murder. Convicted in 1956, he was executed in the gas chamber at Colorado State Penitentiary on 11 January 1957.

Graham showed no remorse to the end, telling a reporter: “Everybody pays their way and takes their chances. That’s just the way it goes.”

Jack Gilbert Graham during his trial, c. 1957. Prelinger Archives. Digitally colourised.
Jack Gilbert Graham during his trial, c. 1957. Prelinger Archives. Digitally colourised.

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1974: The Man Who Killed Halloween: A Father Poisoned His Own Son for $100,000 in Insurance

Deep in debt and facing the loss of his home and car, Ronald Clark O’Bryan took his eight-year-old son Timothy trick-or-treating through a Pasadena, Texas neighbourhood on this day in 1974 and slipped him a Pixy Stix laced with potassium cyanide. To make the poisoning look like the work of a stranger, he handed identically tainted candy to four other children, including his own daughter; none of them ate it. Timothy did, and died within the hour.

Investigators soon discovered O’Bryan had taken out roughly $100,000 in new life insurance on his two children in the months before the murder, and had tried to buy cyanide from a chemical supplier weeks earlier. A jury took under an hour to convict him of capital murder in 1975, and he was sentenced to death.

After years of delayed execution dates, O’Bryan was put to death by lethal injection in Huntsville on 31 March 1984, while a crowd outside shouted “Trick or treat!”

O’Bryan never confessed to the killing. In his final statement he called his own execution “wrong”, while insisting it did not mean the justice system that convicted him was at fault.

Poison Candy on Halloween
Poison Candy on Halloween

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1974: Ted Bundy Confessed to Her Killing, but Proof Took 51 Years

Laura Ann Aime left a Halloween party in Lehi, Utah, on this day in 1974 and never made it home. Hikers found her body on the banks of a river in American Fork Canyon almost a month later, on Thanksgiving Day.

At the time, Ted Bundy was living nearby in Salt Lake City, studying law at the University of Utah, while already murdering women across the region. Before his 1989 execution in Florida, he confessed to killing her, but refused to give any detail, so investigators would not close the file on his word alone.

It took new DNA testing, decades later, to formally confirm his guilt, finally closing the case 51 years after Laura disappeared.

Exhibit with the Volkswagen of serial killer Ted Bundy. Pigeon Forge, Tennessee, USA - December 18 2025: The Volkswagen of serial killer Ted Bundy in an exhibit the Alcatraz East Crime Museum | ID 426074004 © Raisamacouze | Dreamstime.com
ID 426074004 © Raisamacouze | Dreamstime.com

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