Young Black males are an at-risk group for earning a living through illegal activities in the U.S. As with most at-risk groups, concerted efforts have been made to help prepare them to become viable contributors and valued members of society. Anecdotal evidence shows that faculty members have also tried to reach out and influence young Black males whose enrollments are comparatively low at many colleges and universities. However, the influence of educators and professionals--male and female, of all racial backgrounds--toward opportunities for this at-risk population in the business world has received limited attention. The aim of this paper is to explore the decision-making skills of adolescents, particularly Black American males, who engage in the illegal drug economy in an effort to persuade organizational leaders so that the ambition and aspirations of these young Black males can be transferred to legal business opportunities. It is certainly clear that involvement in the illegal economy cuts across racial and class lines and international borders and that the illegal economy involves more than the selling of drugs. However, a disproportionate number of Black American males are in jail (mostly convicted of drug trafficking) in the United States than any other race or nationality. The author presents a brief discussion of the research on crime and decision-making. Rather than writing off youth who become involved in the illegal economy, the author calls on organizational leaders and academicians to assist these youth in making educational and occupational choices to redirect their careers.