The Outlaw (April 1995 | Volume: 46, Issue: 2)

The Outlaw

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April 1995 | Volume 46, Issue 2

In 1933 Capone was in prison, his appeals exhausted. The nation had reached economic rock bottom. In March machinegun emplacements guarded Roosevelt’s inauguration as the Depression seemed to threaten the very foundation of government. In April John Dillinger walked out of an Indiana prison with five dollars and a new suit. A year later he would be known around the world.

Dillinger represented a breed that differed in fundamental respects from the gangsters who ruled Chicago. The history of the outlaw goes back at least to Jesse and Frank James, who robbed banks and trains on behalf of the Confederacy. The line runs through Butch Cassidy down to Charles Arthur (“Pretty Boy”) Floyd, the Barker gang, and other Depression-era bandits.

The gangsters grew up in urban settings and usually served apprenticeships with youth gangs. The outlaws were mostly of rural origin and lawabiding stock. A twist of fate, or sometimes a whim, propelled them into a criminal life. Gangsters pursued their ill-gotten gains through ongoing enterprises. Outlaws specialized in hitand-run crimes: robberies and kidnappings. They dreamed of a score, not a system. Gangsters rigorously kept their women at home, often hiding from them all the details of their illicit dealings. Outlaws’ women often joined in the fun. In some cases, as with Kate (“Ma”) Barker or George (“Machine Gun”) Kelly’s wife, Kathryn, they provided both the brains and the spunk.

John Dillinger epitomized the outlaw. He came from a respectable Indianapolis family that later moved to the more rural Mooresville, Indiana. Not an ambitious student, he was a good mechanic and so skilled at baseball that he dreamed of playing at Wrigley Field. In September of 1924, when Dillinger was twenty-one, an older friend induced him to rob a local grocer. They botched the holdup and were apprehended. John’s father, himself once a grocer, advised his son to plead guilty to this first offense and trust the court’s mercy. The judge, disgusted by brazenness of the crime, handed him ten to twenty years of hard time. During his nine years inside Dillinger went to school with experienced bank robbers. He emerged determined to extract payment for the patently unjust punishment.

During the summer of 1933 Dillinger visited Chicago for the first time and attended the gaudy Century of Progress, where he could gaze at what one newspaper called the “apotheosis of America’s womanly pulchritude” displaying itself in various states of undress. In the autumn he and his band pulled off successful robberies, hitting banks from rural Indiana to Racine, Wisconsin. They raided rural police stations for weapons and bulletproof vests. They escaped back to the anonymity of Chicago, where they occupied an apartment at 4310 Clarendon, still a quiet North Side neighborhood near Lincoln Park.

The newspapers of the day were on the lookout for spectacular stories that would distract readers from the dreary news of the Depression. Dillinger made headlines. His legend snowballed as even robberies he had