 During the early months of 1930 Aiello arranged several unsuccessful assassination attempts against Capone bodyguards , including Jack <unk> , Phil D 'Andrea and Rocco De Grazia . Aiello hoped to leave Capone vulnerable by depleting his security , and Capone began to suspect Aiello had spies within the Chicago Outfit because he seemed to have inside knowledge about where his targets would be and when . In August 1930 , two months before Aiello 's death , the state 's attorney conducted a raid on Aiello 's home , obtaining records as part of a series of raids by the United States government to fight against gangland activities in Chicago . 
