Armored car heist in Overland leads to guilty pleas from three men

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Three men have admitted robbing an armored car driver of cash and a firearm in Overland, Missouri last year.

Herman Leon Woods, 31, pleaded guilty Tuesday in U.S. District Court in St. Louis to one count of robbery.

Woods’ co-defendant, David C. Greenwade, 62, pleaded guilty in April to one count of robbery. Phillip Keith Smith, 65, pleaded guilty in May to one count of robbery and one count of use of a firearm during a crime of violence.

All three admitted robbing an armored car driver in the 9400 block of Midland Avenue in Overland, Missouri on April 14, 2023. The driver was making a cash drop at a store when two men wearing all black clothing, ski masks, and body armor arrived in a black Jeep. One robber, who has not yet been identified, approached the driver while armed with a pistol and said, “Don’t die over this money,” their plea agreements say. The robber pointed his handgun at the driver when the driver didn’t immediately turn over his gun. After relinquishing his firearm, the driver ran into the store for help. Smith, armed with a rifle, and the unidentified robber took a bag containing $2,000 and a duffel bag containing empty bank bags.

As Smith tried to get back in the Jeep, Greenwade, who was driving, began pulling away, knocking Smith to the ground. Smith dropped his rifle and the magazine shattered, scattering bullets on the ground. Smith got in the Jeep and left the gun behind. Woods owned the Jeep and allowed it to be used for the robbery and practice runs. Greenwade is Woods’ uncle and planned and led the robbery.

Woods is scheduled to be sentenced on September 5, 2024. Greenwade is scheduled to be sentenced in July, and Smith in August. The robbery charge is punishable by up to 20 years in prison, a $250,000 fine, or both prison and a fine. Smith’s firearm charge carries an additional, consecutive mandatory minimum of seven years in prison, but is punishable by up to life in prison.

The FBI and the Overland Police Department investigated the case.  Assistant U.S. Attorney Torrie J. Schneider is prosecuting the case.


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