In Essay 1, we seek to expand the insights on an individual's decision to share group content. Social networking sites (SNS) have become a ubiquitous means of socializing in the digital age. Using a survey, we collected data from 520 respondents with corporate work experience to test our research model. Our analysis highlights the complex interplay between individual and group factors that shape users' risk-benefit analysis of sharing group content on social networking sites. Furthermore, the results of this study have important implications for social networking site design and policy, particularly with regard to providing granular control over the privacy settings of group content and clear and concise information about the potential risks and benefits of sharing group content. Essay 2 aims to extend the knowledge of information security policy (ISP) compliance. Using a comprehensive approach, we extended the perspective of control mechanisms in the context of ISPs. It is evident that maintaining information security is an important concern for organizations of all sizes and industries. Organizations can establish policies and procedures to regulate and ensure compliance with information security policies, and various control mechanisms can be employed to ensure compliance. Among these control mechanisms, enforcement, punishment, evaluation, and recognition have been identified as important factors that influence information security policy compliance. In Essay 3, we delve deep into the current digital era and the reality of individuals becoming particularly vulnerable to privacy breaches. In the third essay, we offer a thorough examination of existing literature to gain insight into the disparities between users' stated privacy concerns and their actual information-sharing behavior. Our analysis reveals that, in addition to technological and environmental factors, cultural and personal differences significantly contribute to the paradoxical behavior observed among individuals. Utilizing the S-O-R (stimulus-organism-response) framework, we emphasize the necessity of examining the intricate interplay between technological aspects, individual attributes, and environmental factors in order better to understand the complexities of individuals' privacy decision-making processes. By addressing these factors and their interactions, we can develop more effective strategies to improve individuals' privacy awareness, decision-making, and overall online experiences. This will ultimately create more secure and privacy-respecting digital communities for users with various characteristics.