By 1925 Orgen, in partnership with Legs Diamond, had started to move into bootlegging, supplying Broadway nightclubs and speakeasies. He also kept up his original core occupation of labor slugging. City officials soon began investigating union racketeering in New York, which threatened to expose other criminal operations. In 1927, through intermediary Louis Buchalter (although some sources claim Meyer Lansky), Orgen was advised by Arnold "The Brain" Rothstein to concentrate on infiltrating labor unions instead of traditional labor slugging and strong-arm tactics.