This Random City Was A Literal Paradise For Prohibition Gangsters

Bremer Gangsters Revealed by Fingerprint Technology

After three weeks, the family put together the $200,000 for the ransom. Bremer was released near Rochester, Minnesota, injured but alive. But it was a close call; the negotiation dragged on so long Karpis worried they might have to “do something he didn’t want to do” to take care of the problem. The FBI caught a break in the Bremer case, however, when a farmer in Wisconsin found gas cans in his field. The cans had Doc Barker’s fingerprints on them. Within two years, the fingerprints helped the FBI identify the Barker-Karpis gang and their associates as the kidnappers. Despite the gang moving away from St. Paul in the wake of the Bremer kidnapping and their efforts to hide, theFBI captured them. Everyone involved was jailed or killed. But the Hamm and Bremer kidnappings put a deep crack in the O’Connor system, one from which it never recovered.

Gangsters find their Safe Haven Breaking

The Hamm and Bremer kidnappings ended with the safe return of the victim. The official line was that the kidnappings were shocking because the underworld had intruded on the “overworld,” the criminals picked non-criminal targets. This isn’t quite right, according to historian Paul Maccabee. He claims the two worlds blended for years. St. Paul citizens were perfectly content – even excited – about their scandalous neighbors. The biggest concern centered around the crimes happening in St. Paul. The O’Connor system was clear – St. Paul was off limits. These crimes violated the oath. Additionally, the FBI identified Police Chief Thomas A. Brown, a chief supported by the underworld, as the source of leaks that allowed the Barker-Karpis gang to get away before the FBI could raid their compounds. The St. Paul Police Department fired Brown, but the crooked chief never faced charges.

A Famous Gangster’s Face and a Notorious Place

Despite the crack in the oath, FBI’s Public Enemy Number One, John Dillinger, called St. Paul his home in March 1934. He had recently broken out of jail in Indiana, robbed an Iowa bank resulting in a gunshot wound. Dillinger came to the Twin Cities to recover, preparing for the next round of robberies. He and girlfriend Evelyn Frechette, under the pseudonym Hellman, rented an apartment in the Grand Avenue area, the Lincoln Court Apartments. The couple took great pains to be discreet. They only used the back door. They refused to let anyone aside from their associates into the apartment. But this discretion actually caught the attention of the couple’s landlord, Daisy Coffey. When the couple refused to let a maintenance worker into the apartment for maintenance, her suspicions flared. She contacted the FBI about the couple, who sent St. Paul Police officers to observe the building.

The Quiet Couple Gets Loud

The police watched the Lincoln Court Apartments for suspicious activity all night. In the morning, FBI agents R. C. Coulter and Rosser Nails, with St. Paul police officer Henry Cummings approached unit 303, where the low-key couple resided, and knocked on the door. The woman, Dillinger’s girlfriend Evelyn Frechette, asked the officers for a minute so she could dress before speaking with them. As they waited, Dillinger gang associate Homer Van Meter sauntered toward the apartment. Cummings and Coulter requested identification from the young man. Van Meter claimed he was a soap salesman and walked with Coulter to the first floor of the building. Instead of handing over his wallet, Van Meter pulled out a pistol. Coulter fled the building, Nails following, exchanging gunfire with Van Meter. Van Meter encountered a garbage collector, stole the collector’s horse and hat, and fled the scene.

A Painful Escape

While Coulter and Nails were battling it out with Van Meter, Dillinger opened his door just wide enough to stick the barrel of his Thompson submachine gun into the hallway and spray it with bullets. Cummings took cover around a corner, returning fire. A shot hit Dillinger, who was already recovering from a bullet wound, in the leg. The wounded Dillinger and Frechette, taking advantage of the melee, escaped down the back stairs. Frechette retrieved a car while Dillinger continued the gunfight. He hopped in, and they drove to the clinic of Dr. Clayton May in Minneapolis. Dillinger and Frechette stayed four days while his leg healed. They left for upper Michigan, where they would lay low until their next exposure at the Little Bohemia Lodge in Rhinelander, Wisconsin, scene of an infamous shootout with FBI agents.

St. Paul Declared Crime Free

Around the time Dillinger set up residence at the Lincoln Court Apartments, the Ramsey County grand jury investigated claims that St. Paul’s police were riddled with corruption, and the city harbored the worst gangsters of the time. Ironically, on the day of the Dillinger shootout, a grand jury submitted their findings. The report claims, “We believe there is no justification for any charges that an excess of crime exists here.” They declared St. Paul did not have a serious crime problem. The newspaper St. Paul Pioneer Press called out the problem, asking “Why do these dangerous gangsters all head for St. Paul when they want to hide out from authorities or take a rest?” The ensuing outrage led to a campaign by the newspaper to raise money for better police weapons than just their pistols. The effort raised almost $2,000 for Thompson submachine guns.

The Noose Tightens

By late July 1934, Dillinger was dead, shot by FBI agents outside the Biograph theater in Indiana. The FBI set its sights on the notorious criminals taking advantage of the St. Paul safe haven. Van Meter and the Barker-Karpis gang became the next targets. As the net tightened, the Barkers saw the winds of change. They left to find their fate elsewhere. But the gangsters were just a means to an end; they wanted to end corruption in the St. Paul police force. The FBI wanted to give St. Paul the actual clean bill of health the Ramsey County grand jury tried to give it on the day of Dillinger’s shootout. While the other gangsters laid exceptionally low, Van Meter lived openly in St. Paul. The underworld was growing concerned about Van Meter’s gallivanting. His handlers warned him about the FBI crackdowns, but Van Meter ignored warnings.

Gangster Homer Van Meter’s final stroll

On August 23, 1934, just month after Dillinger died, Homer Van Meter went to the St. Paul Auto Company to consider buying a new car, possibly to leave town. He didn’t know there were four police officers lying in wait for him armed with shotguns. The shop, with its underworld connections, knew Van Meter would be there. As Van Meter left the shop and strolled down the street, the officers told Van Meter to stop. Van Meter ran into an alley, firing at the officers. Twenty-six shots hit Van Meter, some blasting off some of his fingers. Van Meter’s family would say the severity of his wounds (warning: link contains graphic content) made it seem to be an execution. The FBI indicated Harry Sawyer set Van Meter up. Sawyer allegedly wanted the money Van Meter was carrying, splitting it with the four officers involved in the shootout.

St. Paul Wrecked it for the Rest of the State

After O’Connor’s death, his system lived on through two subsequent Police Chiefs. Minnesota accounted for more than 20% of the nation’s bank robberies, although this statistic was unsurprisingly lower in the city of St. Paul. But by 1933, the O’Connor system was eroding. The Hamm and Bremer kidnappings and the Dillinger shootout in 1934 happened within St. Paul borders, violating the terms of the agreement. The FBI caught and tried gangsters on federal charges. The FBI watched St. Paul law enforcement closely and exposed the corruption in the St. Paul Police Department. St. Paul’s mayor Mark Gehan and the new police chief Thomas Dahill declared a “war on hoodlums.” The O’Connor system was in turmoil, and with a police chief no longer on the take and criminals no longer being left alone, St. Paul was no longer the sanctuary city they had enjoyed during the O’Connor years.

How the O’Connor System Lasted for so Long

The O’Connor system lasted for about forty years, even after O’Connor’s death in 1924. St. Paul gangsters knew when they had a good thing going. Anyone caught violating the rules or breaking their pledge not to commit a crime was dealt with quickly and severely. According to St. Paul historian Paul Maccabee, St. Paul was a very safe place to be. Not just for criminals, but also for citizens and police. Safety aside, many of St. Paul’s residents resisted Prohibition and being treated like criminals for buying a beer. They were happy to flout, even help violate, a rule with which they didn’t agree. But the system broke down once criminals became bold. They were committing crimes within the city, ignoring the terms of the O’Connor agreement. The glory years were over, gone out with a literal bang, one as loud as the car bomb that killed Dapper Dan Hogan.

Where Do We Find This Stuff? Here Are Our Sources:

A shootout at St. Paul’s Lincoln Court Apartments. Ron Dansley, Newsbreak.com, 14 July 2021.

Crooks’ haven: The gangster era in St. Paul. Sharon Park, MinnPost, 10 November 2015.

Gangster era in St. Paul, 1900-1936. Sharon Park, MNopedia, 4 November 2015.

John Dillinger Slept Here. Paul Maccabee (1995). Minnesota Historical Society Press.

O’Connor Layover Agreement. Matt Reicher, MNopedia, 14 July 2014.

That time John Dillinger shot his way out of a St. Paul apartment building. Nick Woltman, St. Paul Pioneer Press, 31 March 2016.

The O’Connor Layover System. Edward J. Steenberg, Saint Paul Police Historical Society, (n.d.).

Next chief of police: John J. O’Connor, whose reputation as a thief-catcher is national. (n.a.) The St. Paul Globe, 3 June 1900.

Lincoln Court Apartments. HTC, Historic Twin Cities, 5 December 2019.

The Volstead Act. Kerry C. Kelly, National Archives, 24 February 2017.

St. Paul’s Nina Clifford: the richest woman of the underworld. Alexandra Scholten, MNopedia.