In order to provide information security; hardware and software solutions are widely used; research and development endeavors increases day by day and huge amounts of investments are made. However, these attempts still cannot stop information systems' to be compromised because of the holes in the human firewall caused by vulnerable behaviors of individuals. Even though individuals have knowledge about information security, they do not always show appropriate behavior. Hence information security is not a problem that can only be solved with technological solutions. As being the weakest link, human behavior on information security needs to be evaluated and assessed. With this study it was aimed to examine the relationship between conservative and risky behaviors of individuals about information security and individual differences which are demographics, internet usage routines, personality, risk perception and exposure to offense. Behaviors and individual difference variables were examined via a survey of 619 participants who were invited through social media platforms. Multiple linear regression analysis conducted and one linear model was created in order to calculate the amount of change on conservative and risky behaviors caused by independent variables. While level of education, age, duration of being an internet user, time spent on the internet, agreeableness, neuroticism, openness, exposure to offence and risk perception variables were found as significant predictors for risky behaviors; time spent on the internet, agreeableness, conscientiousness and openness variables were found to be the significant predictors for conservative behaviors. The results of the study can be used either by organizations or educational institutes for developing personalized and adaptive training programs or for creating preventive strategies.