This study examines job satisfaction at early career stages among new U.S. Master of Social Work (MSW) graduates. It explores (a) what factors were associated with job satisfaction, including organizational factors (interpersonal working environment and agency characteristics), educational preparation in the MSW program, and personal characteristics, and (b) whether organizational factors have more significant effects than other predictors. Eighty graduates of a northeastern MSW program were surveyed. Organizational factors, specifically interpersonal working environment (atmosphere and quality of working relationship, satisfaction with general supervision) and agency characteristics (worker’s perceived effectiveness of service delivery in the agency) were correlated with job satisfaction. Educational preparation, defined as graduates’ perceived level of attainment of competence, was correlated with job satisfaction. Regression analysis revealed that two organizational factors (atmosphere and quality of working relationship and effectiveness of service delivery) were more significant predictors than other characteristics. To help neophyte social workers better transition into the reality of the workplace, agency efforts to build positive working relationships with supervisors and coworkers are recommended. Workers’ confidence in the effectiveness of services should be enhanced through an emphasis on evidence-based practice. Further studies that develop measurements of early-stage worker competence and examine more diverse factors are recommended.