Primarily, this quantitative correlational study was conducted to address the following question. It is unknown if and to what extent the leadership of law enforcement agencies learning outcomes of diversity training initiatives and the level of cultural competence of leadership influences law enforcement organizational effectiveness. The research questions for the study are: (R1) To what extent do law enforcement leadership’s diversity training initiatives learning outcomes predict law enforcement organizational effectiveness? (R2) To what extent do law enforcement leadership’s cultural competence predict law enforcement organizational effectiveness? The target population for the study was Anne Arundel County Police Department (AACPD) in Maryland specifically, Sergeants Lieutenants, Captains, Majors, Commanders, Assistant Chiefs, Deputy Chiefsand Chief. The data collection instruments were a mix of three validated tools. TheOrganizational Effective Inventory (OEI), the Cultural for Diversity Inventory (CDI) and the Cultural Competence Self-Assessment Questionnaire (CCSAQ). The recommended sample size was 102. The study finds statistically significance that diversity training initiative learning outcomes and cultural competence effects police effectiveness.