The Cop Killer in the Red-Light District

By Mike Simmons

His crime spree stretched from Massachusetts to Florida, killing two police officers along the way. Then he made his mistake…

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The story goes like this…

It began with thefts in the 1920s in Massachusetts. But he couldn’t control himself, and Roland graduated to burglaries and robberies. It was all fun and games for Roland. He was doing well for himself – at the expense of others – until he killed a police officer. After he was sentenced to prison, he escaped and fled south to Florida where he killed another policeman. Then he headed west. His mistake was driving into Pensacola.

Willie O’Connell was the Chief of Police in Pensacola from 1926 to 1946. He was a wise old soul, who seemed to know something was going to happen before it did…especially in this case.

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