Incorrect perception of organizational management, especially when combined with work alienation in business life, can lead to essential work activities problems. This study's primary purpose is to determine whether "alienation from work" functions as a mediator in the effect of counterproductive behavior that can be caused by the forms of democratic leadership and autocratic leadership in organizations. In the research, "do democratic and autocratic leadership styles have a mediating role in the perception of work alienation in counterproductive behaviors." The question has been tried to be answered. The research method is designed according to the quantitative research method, and it is research patterned towards the relational scanning model based on general scanning models. According to the simple random sampling method, research data were collected from four enterprises operating heavy machinery production in Ankara OSTIM Industrial Zone. The obtained data were analyzed with SPSS and AMOS programs. In the analysis of the data, besides descriptive analysis, difference and relationship tests were performed. According to the findings obtained from the research data analysis, while democratic leadership has a positive effect on work alienation, it has not affected counterproductive behavior. Autocratic leadership has been found to have an impact on work alienation and counterproductive behavior. While work alienation had a mediating effect on the effect of democratic leadership on counterproductive behavior, no mediating effect of work alienation was found in the effect of autocratic leadership on counterproductive behavior. While positive organizational behaviors are expected from employees who are managed with a participatory and liberal style, oppressive and non-participatory management encourages negative behaviors towards their employees, leading to alienation from their jobs