Involvement in The St. Valentine's Day Massacre
Bernstein, a chief supplier of Canadian whiskey to Chicago Outfit leader Al Capone, is also suspected to have been involved in the St. Valentine's Day Massacre. Bernstein supposedly set up North Side Gang leader George "Bugs" Moran for a murder attempt by Capone by selling him a recently hijacked liquor shipment and delivering it to a North Side warehouse. On February 13, 1929, seven North Side gunmen waiting for the liquor shipment were instead killed by Capone gunmen at that warehouse. However, the real target, Bugs Moran, never arrived.
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