this day in crime history: may 4, 1932

On this date in 1932, “Scarface” Al Capone boarded a train for Atlanta to start serving his prison sentence for tax evasion. Big Al learned the hard way that there are some lines you shouldn’t cross. Lie, cheat, steal, bribe, bootleg, murder–knock yourself out, dude. But you’d damn well better PAY YOUR TAXES!

Capone was released from prison in November 1939 after 7 1/2 years behind bars. The repeal of Prohibition put a hurting on his business. Syphilis put a hurting on his brain. He died of cardiac arrest in 1947.

Lessons learned from Big Al:

1. Pay your taxes
2. Diversify your business
3. Wear a Jimmy hat

Further reading:

My Al Capone Museum – Al Capone’s tax trial and downfall

Al Capone at Chicago Historical Society

Al Capone on Wikipedia

this day in crime history: february 14, 1929

On this day in 1929, five of gangster Bugs Moran’s men, along with two men unlucky enough to be in the wrong place at the wrong time, were gunned down by men impersonating police officers. The probable sender of this grisly Valentine: Al Capone. I guess Big Al didn’t think flowers and chocolates would do the trick. The killings became known as the St. Valentine’s Day Massacre.

Check out author/crime historian Pat Downey’s interview with Mario Gomes, the man who knows more about Al Capone than anyone. Well, anyone alive, anyway.

Further reading:

Mario Gomes’s My Al Capone Museum: The St. Valentine’s Day Massacre

Mysterynet: The St. Valentine’s Day Massacre With Pictures

Ghosts of the Prairie – Blood, Roses & Valentines: The Haunted History of the St. Valentine’s Day Massacre

Wikipedia – The St. Valentine’s Day Massacre   

Deadly Valentines, by Jeffrey Gusfield

this day in crime history: november 10, 1924

On this date in 1924, Chicago North Side gang boss Dean O’Banion was shot and killed in the back of the Schofield flower shop (pictured above), which served as his headquarters. Apparently the Chicago Outfit, which ran the South Side, decided it didn’t like the competition. They sent some of the boys to visit O’Banion in his shop. They gunned him down as he was working on a floral arrangement for mob luminary Mike Merlo’s funeral. The hit touched off a gang war between the two factions that would last five years, and would come to an end in the wake of the 1929 St. Valentine’s Day Massacre.

My Al Capone Museum – Dean Charles O’Banion

Wikipedia – Dean O’Banion

Graveyards of Chicago – Dion “Deany” O’Banion

this day in crime history: june 9, 1930


On this date in 1930, Chicago Tribune reporter Jake Lingle was murdered in the Illinois Central Train Station underpass. Lingle, a “leg man” who gathered the information and phoned it in to news writers, covered stories from Chicago’s underworld. It was first thought that Lingle’s murder was related to the news stories he covered. It soon emerged that Lingle was on the payroll of local mobsters.

A hoodlum named Leo Brothers was arrested for the crime. He was tried and convicted of Lingle’s murder and sentenced to fourteen years in prison. He was paroled in eight. The light sentence was due to the belief that Brothers was taking the fall for someone else.

A popular theory of the motive for the murder is that Lingle was attempting to blackmail Al Capone in order to get money to pay off large gambling debts. If that was the case, Lingle learned the hard way what most people in the Windy City already knew: You don’t cross Big Al.

Further reading:

American Mafia – The Lingle Killing

Chicago TribuneThe shooting of Jake Lingle

TimeThe Press: Martyr Into Racketeer

this day in crime history: may 4, 1932

On this date in 1932, “Scarface” Al Capone boarded a train for Atlanta to start serving his prison sentence for tax evasion. Big Al learned the hard way that there are some lines you shouldn’t cross. Lie, cheat, steal, bribe, bootleg, murder–knock yourself out, dude. But you’d damn well better PAY YOUR TAXES!

Capone was released from prison in November 1939 after 7 1/2 years behind bars. The repeal of Prohibition put a hurting on his business. Syphilis put a hurting on his brain. He died of cardiac arrest in 1947.

Lessons learned from Big Al:

1. Pay your taxes
2. Diversify your business
3. Wear a Jimmy hat

Further reading:

My Al Capone Museum – Al Capone’s tax trial and downfall

Al Capone at Chicago Historical Society

Al Capone on Wikipedia

this day in crime history: february 15, 1936

gutterball

On this date in 1936, former Chicago Outfit trigger man “Machine Gun” Jack McGurn was gunned down in a Chicago bowling alley.

McGurn was born Vincenzo Antonio Gibaldi in 1902 in Sicily. He changed his name as a teenager while trying to make it as a boxer. McGurn would later go to work for Chicago mob boss Al Capone. He was believed to be the mastermind of the 1929 St. Valentine’s Day Massacre, but the cops were unable to pin it on him when Louise Rolfe – dubbed “The Blonde Alibi” by the press – claimed that she and McGurn had spent the entire day together.

By 1936, McGurn had been cut loose by the Outfit. His notoriety had made him too hot for the low profile the Outfit was looking to maintain.

A day after the seventh anniversary of the St. Valentine’s Day Massacre, McGurn entered a bowling alley with two men. Another man later joined the trio. After his arrival, a commotion ensued that resulted in Jack being shot dead and the three men leaving the bowling alley together. A Valentine card was left behind bearing the following poem:

You’ve lost your job, you’ve lost your dough;
Your jewels and cars and handsome houses!
But things could still be worse you know…
At least you haven’t lost your trousers!

The murder was never solved. Was it payback from Bugs Moran, whose men were killed seven years earlier? Was it revenge by a relative of one of Jack’s victims? Or was it the Outfit, fearful that Jack’s increasingly loose lips might sink their ship?

Further reading:

My Al Capone Museum – Machine Gun Jack McGurn

Deadly Valentines, by Jeffrey Gusfield

Wikipedia – Jack McGurn

Mafia Wiki – Jack McGurn

Find a Grave – Jack “Machine Gun Jack” McGurn