Crime Solvers Central
Crime Solvers Central
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Tremayne Trell Montgomery, a 40-year-old Black man, was killed late on April 4, 2026, after a confrontation that began inside Fremos Bar on Milwaukee’s northwest side and spilled into the street near West Fond du Lac Avenue and West Armitage Avenue. Police found Montgomery shortly before midnight, suffering multiple gunshot wounds; first responders attempted lifesaving measures but he was pronounced dead at the scene. The medical examiner documented multiple gunshot wounds and blunt-force injuries, with other reports saying he had been struck by nine bullets.

Prosecutors say surveillance footage and witness statements show Montrel Calhoun firing repeatedly at Montgomery outside the bar, continuing the attack after Montgomery fell, and then stomping and striking him with the firearm. Investigators allege 11 shots were fired. Calhoun was identified, tracked to an apartment, tasered and arrested; a duffel bag recovered nearby allegedly contained clothing matching what he wore during the incident. The Milwaukee County District Attorney charged Calhoun on April 10 with first-degree intentional homicide, possession of a firearm by a convicted felon and felony bail jumping, and bond was set at $250,000.

Montgomery’s family described him as a devoted father, brother, son and grandfather who owned a cleaning business and enjoyed playing pool. The case moved quickly from the shooting to an arrest and charges, but the allegations remain accusations pending resolution in court. Does anyone have information about Montgomery’s time at the bar that night or the events leading up to the confrontation?