 Carey was suspected of participating in most of the major actions of Fred Burke's crew in the 1920s.Bob was specifically charged by Detroit Police with murdering two freelance hoods, James Ellis and Leroy Snyder, on March 16, 1927 after he caught them cheating at poker.Along with Gus Winkler, Fred Goetz, Ray Nugent, and Charlie Fitzgerald, Carey took part in the American Express armored car robbery on April 16, 1928 in Toledo, Ohio.