The following study aims at establishing the relationship between assertiveness and job satisfaction in the workplace environment. Assertiveness, that involves the capability of freely advocating for one’s self and assertive rights whilst respecting other people’s rights in organizational relationships is a core interpersonal competence. Employees’ job satisfaction, on the other hand, is a critical measure of their level of satisfaction in their workplace that influences productivity, turnover and subsequently organizational outcomes. Survey questionnaire was used to obtain data from a diverse sample of employees that include the level of assertiveness and job satisfaction. Researched questions and hypotheses testing were based on correlation and one way ANOVA procedures with a view of ascertaining the nature and extent of relationship between assertiveness and job satisfaction. The present research reveals that assertiveness bears a positive though insignificant association with job satisfaction. Gender does not significantly influence job satisfaction; however, gender plays a crucial role in determining assertiveness levels. On the same note, no significant differences were found in assertiveness and job satisfaction among the age groups