CHICAGO (AP) — A federal judge sentenced to prison for more than nine years a Chicago man who won a $25 million award in 2012 for a wrongful murder conviction only to spend it on rebuilding his street gang.

On Thursday, U.S. District Judge Harry Leinenweber sentenced Thaddeus Jimenez after prosecutors showed a video of Jimenez calmly shooting a former gang member in both legs.

Jimenez and his co-defendant, Jose Roman — the man who shot the video from the passenger seat of Jimenez’s Mercedes — had previously pleaded guilty to federal weapons charges. Roman was sentenced to just over 7 months in prison.

The Chicago Tribune reports Jimenez spent millions on luxury cars for himself and his gang. He even paid members to tattoo the gang’s insignia on their faces.